A conjugate reduction-intramolecular aldol strategy toward the synthesis of pseudolaric acid A

被引:61
作者
Chiu, P [1 ]
Chen, B [1 ]
Cheng, KF [1 ]
机构
[1] Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China
关键词
aldol reactions; copper and compounds; natural products;
D O I
10.1016/S0040-4039(98)02130-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An unprecedented tandem conjugate reduction-intramolecular aldol cyclization using Stryker's reagent produced diastereomers of 5 from the ketoester precursor 8. Compound 5c with the trans-fused perhydroazulene carboskeleton as in pseudolaric acid A was formed as a minor isomer, while the all-cis 5b was obtained as the major product. The structures of the two diastereomers have been determined by X-ray crystallography. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9229 / 9232
页数:4
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