Citation: Zhu Ren-Yi, Liao Kui, Yu Jin-Sheng, Zhou Jian. Recent Advances in Catalytic Asymmetric Synthesis of P-Chiral Phosphine Oxides[J]. Acta Chimica Sinica, ;2020, 78(3): 193-216. doi: 10.6023/A20010002 shu

Recent Advances in Catalytic Asymmetric Synthesis of P-Chiral Phosphine Oxides

  • Corresponding author: Yu Jin-Sheng, jsyu@chem.ecnu.edu.cn Zhou Jian, jzhou@chem.ecnu.edu.cn
  • Received Date: 1 January 2020
    Available Online: 21 February 2020

    Fund Project: Project supported by the National Natural Science Foundation of China (Nos. 21725203, 21901074)the National Natural Science Foundation of China 21901074the National Natural Science Foundation of China 21725203

Figures(35)

  • P-Chiral phosphine oxides are a class of privileged structures, which have important applications in the field of medicinal chemistry, organic synthesis, life and material science. Recent years have witnessed significant progress in the catalytic asymmetric construction of such scaffolds. These advances are summarized in this review according to the following three major strategies:desymmetrization of prochiral tertiary phosphine oxides, (dynamic) kinetic resolution of tertiary phosphine oxides, and catalytic asymmetric reactions involving secondary phosphine oxides, and discusses the possible reaction mechanism, the advantage and disadvantage of each type of reactions, which would provide reference and inspiration for the researchers engaged in organic synthesis and organic phosphorus chemistry.
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    1. [1]

      (a) Dutartre, M.; Bayardon, J.; Jugé, S. Chem. Soc. Rev. 2016, 45, 5771. (b) Macia, E. Chem. Soc. Rev. 2005, 34, 691.

    2. [2]

      (a) Kazemi, M.; Tahmasbi, A. M.; Valizadeh, R.; Naserian, A. A.; Soni, A. Agric. Sci. Res. J. 2012, 2, 512. (b) Lamberth, C. Tetrahedron 2010, 66, 7239.

    3. [3]

      De Clercq, E. Clin. Microbiol. Rev. 2003, 16, 569.  doi: 10.1128/CMR.16.4.569-596.2003

    4. [4]

      (a) Akiyama, T. Chem. Rev. 2007, 107, 5744. (b) Milo, A.; Neel, A. J.; Toste, F. D.; Sigman, M. S. Science 2015, 347, 737.

    5. [5]

      Duffy, M. P.; Delaunay, W.; Bouit, P.-A.; Hissler, M. Chem. Soc. Rev. 2016, 45, 5296.  doi: 10.1039/C6CS00257A

    6. [6]

      Ohmaru, Y.; Sato, N.; Mizutani, M.; Kotani, S.; Sugiura, M.; Nakajima, M. Org. Biomol. Chem. 2012, 10, 4562.  doi: 10.1039/c2ob25338k

    7. [7]

      Takaya, H.; Mashima, K.; Koyano, K.; Yagi, M.; Kumobayashi, H.; Taketomi, T.; Akutagawa, S.; Noyori, R. J. Org. Chem. 1986, 51, 629.

    8. [8]

      Xu, B.; Zhu, S.-F.; Xie, X.-L, Shen, J.-J.; Zhou, Q.-L. Angew. Chem., Int. Ed. 2011, 50, 11483.  doi: 10.1002/anie.201105485

    9. [9]

      Pye, P. J.; Rossen, K.; Reamer, R. A.; Tsou, N. N.; Volante, R. P.; Reider, P. J. J. Am. Chem. Soc. 1997, 119, 6207.  doi: 10.1021/ja970654g

    10. [10]

      Schulze, C. J.; Navarro, G.; Ebert, D.; DeRisi, J.; Linington, R. G. J. Org. Chem. 2015, 80, 1312.  doi: 10.1021/jo5024409

    11. [11]

      Cholongitas, E.; Papatheodoridis, G. V. Ann. Gastroenterol. 2014, 27, 331.

    12. [12]

      Clarion, L.; Jacquard, C.; Sainte-Catherine, O.; Loiseau, S.; Filippini, D.; Hirlemann, M.-H.; Volle, J.-N.; Virieux, D.; Lecouvrey, M.; Pirat, J.-L.; Bakalara, N. J. Med. Chem. 2012, 55, 2196.  doi: 10.1021/jm201428a

    13. [13]

      (a) Baraniak, J.; Kinas, R. W.; Lesiak, K.; Stec, W. J. J. Chem. Soc. 1979, 940. (b) Dostmann, W. R. G.; Taylor, S. S.; Genieser, H.-G.; Jastorff, B.; Døskeland, S. O.; Øgreid, D. J. Biol. Chem. 1990, 265, 10484.

    14. [14]

      Matsukawa, M.; Sugama, H.; Imamoto, T. Tetrahedron Lett. 2000, 41, 6461.  doi: 10.1016/S0040-4039(00)01030-3

    15. [15]

      (a) Iseki, K.; Kuroki, Y.; Takahashi, M.; Kobayashi, Y. Tetrahedron Lett. 1996, 37, 5149. (b) Iseki, K.; Kuroki, Y.; Takahashi, M.; Kishimoto, S. Tetrahedron 1997, 53, 3513.

    16. [16]

      Xu, G.; Senanayake, C. H.; Tang, W. Acc. Chem. Res. 2019, 52, 1101.  doi: 10.1021/acs.accounts.9b00029

    17. [17]

      Selected examples using P-chiral phosphines as ligands: (a) Vineyard, B. D.; Knowles, W. S.; Sabacky, M. J.; Bachman, G. L.; Weinkauff, D. J. J. Am. Chem. Soc. 1977, 99, 5946. (b) Gridnev, I. D.; Higashi, N.; Asakura, K.; Imamoto, T. J. Am. Chem. Soc. 2000, 122, 7183. (c) Tang, W.; Zhang, X. Angew. Chem., Int. Ed. 2002, 41, 1612. (d) Taylor, A. M.; Altman, R. A.; Buchwald S. L. J. Am. Chem. Soc. 2009, 131, 9900. (e) Imamoto, T.; Tamura, K.; Zhang, Z.; Horiuchi, Y.; Sugiya, M.; Yoshida, K.; Yanagisawa, A.; Gridnev, I. D. J. Am. Chem. Soc. 2012, 134, 1754. (f) Liu, G.; Liu, X.; Cai, Z.; Jiao, G.; Xu, G.; Tang, W. Angew. Chem., Int. Ed. 2013, 52, 4235. Selected examples using P-chiral phosphine as organocatalysts: (g) Sampath, M.; Loh, T.-P. Chem. Sci. 2010, 1, 739. (h) Rémond, E.; Bayardon, J.; Takizawa, S.; Rousselin, Y.; Sasai; H.; Jugé, S. Org. Lett. 2013, 15, 1870. (i) Takizawa, S.; Rémond, E.; Arteaga, F.; Yoshida, Y.; Sridharan, V.; Bayardon, J.; Jugé, S.; Sasai, H. Chem. Commun. 2013, 49, 8392. (j) Henry, C. E.; Xu, Q.-H.; Fan, Y.-C.; Martin, T. J.; Belding, L.; Dudding, T.; Kwon, O. J. Am. Chem. Soc. 2014, 136, 11890.

    18. [18]

    19. [19]

      Selected examples for chiral resolution: see ref. 17a, and (a) Korpiun, O.; Lewis, R. A.; Chickos, J.; Mislow, K. J. Am. Chem. Soc. 1968, 90 4842. For chiral auxiliaries: (b) Berger, O.; Montchamp, J.-L. Angew. Chem., Int. Ed. 2013, 52, 11377. (c) Han, Z. S.; Goyal, N.; Herbage, M. A.; Sieber, J. D.; Qu, B.; Xu, Y.; Li, Z.; Reeves, J. T.; Desrosiers, J.-N.; Ma, S.; Grinberg, N.; Lee, H.; Mangunuru, H. P. R.; Zhang, Y.; Krishnamurthy, D.; Lu, B. Z.; Song, J. J.; Wang, G.; Senanayake, C. H. J. Am. Chem. Soc. 2013, 135, 2474. (d) Gwon, D.; Lee, D.; Kim, J.; Park, S.; Chang, S. Chem. Eur. J. 2014, 20, 12421. For asymmetric oxidation of tertiary phosphines: (e) Bergin, E.; O'Connor, C. T.; Robinson, S. B.; McGarrigle, E. M.; O'Mahony, C. P.; Gilheany, D. G. J. Am. Chem. Soc. 2007, 129 9566. (f) Rajendran, K. V.; Kennedy, L.; Gilheany, D. G. Eur. J. Org. Chem. 2010, 5642. (g) Nikitin, K.; Rajendran, K. V.; Müller-Bunz, H.; Gilheany, D. G. Angew. Chem., Int. Ed. 2014, 53, 1906.

    20. [20]

      (a) Zeng, X.-P.; Cao, Z.-Y.; Wang, Y.-H.; Zhou, F.; Zhou, J. Chem. Rev. 2016, 116, 7330. (b) Petersen, K. S. Tetrahedron Lett. 2015, 56, 6523. (c) Willis, M. C. J. Chem. Soc., Perkin Trans. 1 1999, 1765.

    21. [21]

      Nishida, G.; Noguchi, K.; Hirano, M.; Tanaka, K. Angew. Chem., Int. Ed. 2008, 47, 3410.  doi: 10.1002/anie.200800144

    22. [22]

      Zheng, Y.; Guo, L.; Zi, W. Org. Lett. 2018, 20, 7039.  doi: 10.1021/acs.orglett.8b02982

    23. [23]

      Zhang, Y.; Zhang, F.; Chen, L.; Xu, J.; Liu, X.; Feng, X. ACS Catal. 2019, 9, 4834.  doi: 10.1021/acscatal.9b00860

    24. [24]

      Zhu, R. Y.; Chen, L.; Hu, X. S.; Zhou, F.; Zhou, J. Chem. Sci. 2020, 11, 97.  doi: 10.1039/C9SC04938J

    25. [25]

      (a) Meng, J.-C.; Fokin, V. V.; Finn, M. G. Tetrahedron Lett. 2005, 46, 4543. (b) Stephenson, G. R.; Buttress, J. P.; Deschamps, D.; Lancelot, M.; Martin, J. P.; Sheldon, A. I. G.; Alayrac, C.; Gaumont, A.-C.; Page, P. C. B. Synlett 2013, 24, 2723. (c) Song, T.; Li, L.; Zhou, W.; Zheng, Z.-J.; Deng, Y.; Xu, Z.; Xu, L.-W. Chem. Eur. J. 2015, 21, 554. (d) Chen, M.-Y.; Song, T.; Zheng, Z.-J.; Xu, Z.; Cui, Y.-M.; Xu, L.-W. RSC Adv. 2016, 6, 58698. (e) Chen, M.-Y.; Xu, Z.; Chen, L.; Song, T.; Zheng, Z.-J.; Cao, J.; Cui, Y.-M., Xu, L.-W. ChemCatChem 2018, 10, 280. For achiral version: (f) Rodionov, V. O.; Fokin, V. V.; Finn, M. G. Angew. Chem., Int. Ed. 2005, 44, 2210.

    26. [26]

      (a) Worrell, B. T.; Malik, J. A.; Fokin, V. V. Science 2013, 340, 457. (b) Díez, J.; Gamasa, M. P.; Panera, M. Inorg. Chem. 2006, 45, 10043.

    27. [27]

      Zhou, F.; Tan, C.; Tang, J.; Zhang, Y.-Y.; Gao, W.-M.; Wu, H.-H.; Yu, Y.-H.; Zhou, J. J. Am. Chem. Soc. 2013, 135 10994.  doi: 10.1021/ja4066656

    28. [28]

      (a) Osako, T.; Uozumi, Y. Org. Lett. 2014, 16, 5866. (b) Osako, T.; Uozumi, Y. Synlett 2015, 26, 1475.

    29. [29]

      For reviews: (a) Ren, Y.; Baumgartner, T. Dalton Trans. 2012, 41, 7792. (b) Matano, Y.; Imahori, H. Org. Biomol. Chem. 2009, 7, 1258. For recent examples: (c) Stolar, M.; Borau-Garcia, J.; Toonen, M.; Baumgartner, T. J. Am. Chem. Soc. 2015, 137, 3366. (d) Yamaguchi, E.; Wang, C.; Fukazawa, A.; Taki, M.; Sato, Y.; Sasaki, T.; Ueda, M.; Sasaki, N.; Higashiyama, T.; Yamaguchi, S. Angew. Chem., Int. Ed. 2015, 54, 4539. (e) Reus, C.; Stolar, M.; Vanderkley, J.; Nebauer, J.; Baumgartner, T. J. Am. Chem. Soc. 2015, 137, 11710.

    30. [30]

      Tahara, Y.-K.; Sato, T.; Matsubara, R.; Kanyiva, K. S.; Shibata, T. Heterocycles 2016, 93, 685.  doi: 10.3987/COM-15-S(T)57

    31. [31]

      Harvey, J. S.; Malcolmson, S. J.; Dunne, K. S.; Meek, S. J.; Thompson, A. L.; Schrock, R. R.; Hoveyda, A. H.; Gouverneur, V. Angew. Chem., Int. Ed. 2009, 48, 762.  doi: 10.1002/anie.200805066

    32. [32]

      Wang, Z.; Hayashi. T. Angew. Chem., Int. Ed. 2018, 57, 1702.  doi: 10.1002/anie.201712572

    33. [33]

      For selected reviews on C-H bond functionalization, see: (a) Kakiuchi, F.; Murai, S. Acc. Chem. Res. 2002, 35, 826. (b) Giri, R.; Shi, B.-F.; Engle, K. M.; Maugel, N.; Yu, J.-Q. Chem. Soc. Rev. 2009, 38, 3242. (c) Xu, L.-M.; Li, B.-J.; Yang, Z.; Shi, Z.-J. Chem. Soc. Rev. 2010, 39, 712. (d) Albrecht, M. Chem. Rev. 2010, 110, 576. (e) Song, G.; Wang, F.; Li, X. Chem. Soc. Rev. 2012, 41, 3651. (f) Newton, C. G.; Wang, S.-G.; Oliveira, C. C.; Cramer, N. Chem. Rev. 2017, 117, 8908.

    34. [34]

      Du, Z.-J.; Guan, J.; Wu, G.-J.; Xu, P.; Gao, L.-X.; Han, F.-S. J. Am. Chem. Soc. 2015, 137, 632.  doi: 10.1021/ja512029x

    35. [35]

      Guan, J.; Wu, G.-J.; Han, F.-S. Chem. Eur. J. 2014, 20, 3301.  doi: 10.1002/chem.201303056

    36. [36]

      (a) Shi, B.-F.; Maugel, N.; Zhang, Y.-H.; Yu, J.-Q. Angew. Chem., Int. Ed. 2008, 47, 4882. (b) Shi, B.-F.; Zhang, Y.-H.; Lam, J.-K.; Wang, D.-H.; Yu, J.-Q. J. Am. Chem. Soc. 2010, 132, 460. (c) Yang, Y.-F.; Hong, X.; Yu, J.-Q.; Houk, K. N. Acc. Chem. Res. 2017, 50, 2853.

    37. [37]

      Sun, Y.; Cramer, N. Angew. Chem., Int. Ed. 2017, 56, 364.  doi: 10.1002/anie.201606637

    38. [38]

      Gwon, D.; Park, S.; Chang, S. Tetrahedron 2015, 71, 4504.  doi: 10.1016/j.tet.2015.02.065

    39. [39]

      Jang, Y.-S.; Dieckmann, M.; Cramer, N. Angew. Chem., Int. Ed. 2017, 56, 15088.

    40. [40]

      Jang, Y.-S.; Woźniak, Ł.; Pedroni, J.; Cramer, N. Angew. Chem., Int. Ed. 2018, 57, 12901.  doi: 10.1002/anie.201807749

    41. [41]

      Lin, Z.-Q.; Wang, W.-Z.; Yan, S.-B.; Duan, W.-L. Angew. Chem., Int. Ed. 2015, 54, 6265.  doi: 10.1002/anie.201500201

    42. [42]

      Liu, L.; Zhang, A.-A.; Wang, Y.; Zhang, F.; Zuo, Z.; Zhao, W.-X.; Feng, C.-L.; Ma, W. Org. Lett. 2015, 17, 2046.  doi: 10.1021/acs.orglett.5b00122

    43. [43]

      Lin, Y.; Ma, W.-Y.; Sun, Q.-Y.; Cui, Y.-M.; Xu, L.-W. Synlett 2017, 28, 1432.  doi: 10.1055/s-0036-1588983

    44. [44]

      Li, Z.; Lin, Z.-Q.; Yan, C.-G.; Duan, W.-L. Organometallics 2019, 38, 3916.  doi: 10.1021/acs.organomet.9b00216

    45. [45]

      Xu, G. Q.; Li, M. H.; Wang, S. L.; Tang, W. J. Org. Chem. Front. 2015, 2, 1342.  doi: 10.1039/C5QO00142K

    46. [46]

      Huang, Z.; Huang, X.; Li, B.; Mou, C.; Yang, S.; Song, B.-A.; Chi, Y. R. J. Am. Chem. Soc. 2016, 138, 7524.  doi: 10.1021/jacs.6b04624

    47. [47]

      Yang, G.-H.; Li, Y.; Li, X.; Cheng, J.-P. Chem. Sci. 2019, 10, 4322.

    48. [48]

      Toda, Y.; Pink, M.; Johnston, J. N. J. Am. Chem. Soc. 2014, 136, 14734.  doi: 10.1021/ja5088584

    49. [49]

      Dobish, M. C.; Johnston, J. N. J. Am. Chem. Soc. 2011, 134, 6068.

    50. [50]

      Trost, B. M.; Spohr, S. M.; Rolka, A. B.; Kalnmals, C. A. J. Am. Chem. Soc. 2019, 141, 14098.  doi: 10.1021/jacs.9b07340

    51. [51]

      Liu, S.; Zhang, Z. F.; Xie, F.; Butt, N. A.; Sun, L.; Zhang, W. B. Tetrahedron Asymmetry 2012, 23, 329.  doi: 10.1016/j.tetasy.2012.02.018

    52. [52]

      Sun, Y.; Cramer, N. Chem. Sci. 2018, 9, 2981.  doi: 10.1039/C7SC05411D

    53. [53]

      Lim, K. M.-H.; Hayashi, T. J. Am. Chem. Soc. 2017, 139, 8122.  doi: 10.1021/jacs.7b04570

    54. [54]

      Emmick, T. L.; Letsinger, R. L. J. Am. Chem. Soc. 1968, 90, 3459.  doi: 10.1021/ja01015a030

    55. [55]

      Fu, X.; Loh, W.-T.; Zhang, Y.; Chen, T.; Ma, T.; Liu, H.; Wang, J.; Tan, C.-H. Angew. Chem., Int. Ed. 2009, 48, 7387.  doi: 10.1002/anie.200903971

    56. [56]

      Xie, P. Z.; Guo, L.; Xu, L. L.; Loh, T.-P. Chem. Asian J. 2016, 11, 1353.  doi: 10.1002/asia.201600108

    57. [57]

      (a) Zhang, H.; Sun, Y.-M.; Yao, L.; Ji, S.-Y.; Zhao, C.-Q.; Han, L.-B. Chem. Asian J. 2014, 9, 1329. (b) Wang, J.-P.; Nie, S.-Z.; Zhou, Z.-Y.; Ye, J.-J.; Wen, J.-H.; Zhao, C.-Q. J. Org. Chem. 2016, 81, 7644.

    58. [58]

      Du, J.-Y.; Ma, Y.-H.; Yuan, R.-Q.; Xin, N. N.; Nie, S.-Z.; Ma, C.-L.; Li, C.-Z.; Zhao, C.-Q. Org. Lett. 2018, 20, 477.  doi: 10.1021/acs.orglett.7b03863

    59. [59]

      Beaud, R.; Phipps, R. J.; Gaunt, M. J. J. Am. Chem. Soc. 2016, 138, 13183.  doi: 10.1021/jacs.6b09334

    60. [60]

      Zhang, Y.; He, H.; Wang, Q. Y.; Cai, Q. Tetrahedron Lett. 2016, 57, 5308.  doi: 10.1016/j.tetlet.2016.10.048

    61. [61]

      Dai, Q.; Li, W.-B.; Li, Z.-M.; Zhang, J.-L. J. Am. Chem. Soc. 2019, 141, 20556.  doi: 10.1021/jacs.9b11938

    62. [62]

      Liu, X.-T.; Zhang, Y.-Q.; Han, X.-Y.; Sun, S.-P.; Zhang, Q.-W. J. Am. Chem. Soc. 2019, 141, 16584.  doi: 10.1021/jacs.9b08734

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