Highly diastereoselective intramolecular α-amidoalkylation reactions of hydroxylactams derived from N-phenethylimides.: Enantioselective synthesis of dihydropyrrolo[2,1-a] isoquinolones

被引：0

作者：

González-Temprano, I ^{[1
]}

Sotomayor, N ^{[1
]}

Lete, E ^{[1
]}

机构：

[1] Univ Basque Country, Fac Ciencias, Dept Quim Organ 2, E-48080 Bilbao, Spain

来源：

SYNLETT | 2002年 / 04期

关键词：

asymmetric synthesis; chiral auxiliaries; organolithium addition; cyclization; N-acyliminium ion;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha-Hydroxylactams, derived from organolithium addition to an enantiomerically pure N-phenethylnorborn-5-en-endo-2,3-dicarboxyimide with a 2-exo-hydroxy-10-bornylsulfinyl group as chiral auxiliary, undergo efficient and highly diastereoselective N-acyliminium ion cyclization. Subsequent removal of the auxiliary and retro-Diels-Alder reaction lead to the enantioselective synthesis of C-10b substituted 5,6-dilihdropyrrolo[2, 1-a]isoquinolines.

引用

页码：593 / 597

页数：5

共 31 条

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