Citation: Tan Tong-De, Zhu Xin-Qi, Jia Mei, Lin Yongjia, Cheng Jun, Xia Yuanzhi, Ye Long-Wu. Stereospecific access to bridged [n.2.1] skeletons through gold-catalyzed tandem reaction of indolyl homopropargyl amides[J]. Chinese Chemical Letters, ;2020, 31(5): 1309-1312. doi: 10.1016/j.cclet.2019.10.019 shu

Stereospecific access to bridged [n.2.1] skeletons through gold-catalyzed tandem reaction of indolyl homopropargyl amides

Tan Tong-De ^a ,
Zhu Xin-Qi ^a ,
Jia Mei ^a ,
Lin Yongjia ^b ,
Cheng Jun ^a,**, ,
Xia Yuanzhi ^b,**, ,
Ye Long-Wu ^a,c,*,

a.
iChEM, State Key Laboratory of Physical Chemistry of Solid Surfaces and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China
b.
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China
c.
State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

^**

chengjun@xmu.edu.cn

xyz@wzu.edu.cn

longwuye@xmu.edu.cn

Received Date: 3 September 2019
Revised Date: 8 October 2019
Accepted Date: 18 October 2019
Available Online: 2 November 2019

Figures(8)

An efficient gold-catalyzed anti-Markovnikov cycloisomerization-initiated tandem reaction of Bocprotected indole tethered homopropargyl amides has been achieved. This method delivers a wide range of valuable bridged aza-[n.2.1] skeletons (n=3-7) at room temperature with high diastereoselectivity and enantioselectivity by a chirality-transfer strategy. Moreover, the gold-catalyzed tandem reaction of homopropargyl alcohol is also achieved to produce the bridged oxa-[3.2.1] skeleton.
- Gold,
- Heterocycles,
- Cascade,
- Homogeneous catalysis,
- Alkynes
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