Novel synthons from mucochloric acid:: The first use of α,β-dichloro-γ-butenolides and γ-butyrolactams for direct vinylogous aldol addition

被引：24
作者：
Das Sarma, Koushik [1 ]
Zhang, Ji [1 ]
Curran, Timothy T. [1 ]
机构：
[1] Pfizer Inc, Ann Arbor Labs, Res API, Pfizer Global RRes & Dev, Ann Arbor, MI 48105 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 09期
关键词：
D O I：
10.1021/jo062613l
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Novel 5-(1'-hydroxy)-gamma-butyrolactone and gamma-butyrolactam subunits were synthesized by direct vinylogous aldol addition of alpha,beta-dichloro gamma-butyrolactones and gamma-butyrolactams with aldehydes under basic conditions. Different bases and solvents were screened in the context of generating gamma-butyrolactones. Diastereoselectivity was observed and gamma-butenolides and gamma-butyrolactams showed opposite diastereoselectivity under the same reaction condition.
引用
收藏
页码：3311 / 3318
页数：8
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