Enantioselective synthesis of pyrrolo[2,1-a]isoquinolones via stereocontrolled N-acyliminium ion cyclisations

被引：39

作者：

García, E ^{[1
]}

Arrasate, S ^{[1
]}

Ardeo, A ^{[1
]}

Lete, E ^{[1
]}

Sotomayor, N ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 08期

关键词：

D O I：

10.1016/S0040-4039(00)02319-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereocontrolled N-acyliminium ion cyclisation of L-DOPA derived succinimide 5 has been investigated. Addition of organolithiums to chiral non-racemic 5 yields oxoamides, which are cyclised diastereoselectively upon treatment with BF3-OEt2, to afford 5,10b-trans pyrroloisoquinolones in moderate yields and high ee (99%). (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1511 / 1513

页数：3

共 22 条

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