English
A novel synthetic route to rac-(Z)-recifeiolide from cyclooctanone and acetaldehyde
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Key words:
- Synthesis
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[6] For isolation and an early synthesis, see: (a) RF. Vesonder, F.H. Stodola, L.J. Wickerham, J.J. Ellis, W.K. Rohwedder, 11- Hydroxy-trans-8-dodecenoic acid lactone, a 12-membered-ring compound from a fungus, Can. J. Chem. 49 (1971) 2029-2032; (b) E.J. Corey, P. Ulrich, J.M. Fitzpatrick, A stereoselective synthesis of (±)-11- hydroxy-trans-8-dodecenoic acid lactone, a naturally occurring macrolide from Cephalosporium recifei, J. Am. Chem. Soc. 98 (1976) 222-224.[6] For isolation and an early synthesis, see: (a) RF. Vesonder, F.H. Stodola, L.J. Wickerham, J.J. Ellis, W.K. Rohwedder, 11- Hydroxy-trans-8-dodecenoic acid lactone, a 12-membered-ring compound from a fungus, Can. J. Chem. 49 (1971) 2029-2032; (b) E.J. Corey, P. Ulrich, J.M. Fitzpatrick, A stereoselective synthesis of (±)-11- hydroxy-trans-8-dodecenoic acid lactone, a naturally occurring macrolide from Cephalosporium recifei, J. Am. Chem. Soc. 98 (1976) 222-224.
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[11] K. Okuma, S. Hirabayashi, M. Ono, K. Shioji, H. Matsuyama, H.J. Bestmann, An efficient synthesis of (R)-(+)-recifeiolide and related macrolides by using enantiomerically pure (R)-(-)-5-methyl-2,2,2-triphenyl-1,2λ5-oxaphospholane, Tetrahedron 54 (1998) 4243-4250.[11] K. Okuma, S. Hirabayashi, M. Ono, K. Shioji, H. Matsuyama, H.J. Bestmann, An efficient synthesis of (R)-(+)-recifeiolide and related macrolides by using enantiomerically pure (R)-(-)-5-methyl-2,2,2-triphenyl-1,2λ5-oxaphospholane, Tetrahedron 54 (1998) 4243-4250.
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