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Asymmetric synthesis of isohaliclorensin, a key intermediate of bisquinolinylpyrrole alkaloid halitulin
被引:6
|作者:
Usuki, Y
[1
]
Hirakawa, H
[1
]
Goto, K
[1
]
Iio, H
[1
]
机构:
[1] Osaka City Univ, Grad Sch Sci, Dept Mat Sci, Sumiyoshi Ku, Osaka 5588585, Japan
关键词:
D O I:
10.1016/S0957-4166(02)00007-1
中图分类号:
O61 [无机化学];
学科分类号:
070301 ;
081704 ;
摘要:
A new enantioselective total synthesis of N-(3'-aminopropyl)-3-methylazacyclodecane, a partial structure of halitulin, has been achieved in eight steps with 14% overall yield. The key steps are the photochemical ring-expansion reaction of spirooxaziridine to lactam for constructing the azacyclodecane moiety and 1,4-stereoinductive methylation of the resulting lactam. (C) 2002 Elsevier Science Ltd. All rights reserved.
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页码:3293 / 3296
页数:4
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