Short, enantioselective total synthesis of sceptrin and ageliferin by programmed oxaquadricyclane fragmentation

被引：68

作者：

Baran, PS ^{[1
]}

Li, K ^{[1
]}

O'Malley, DP ^{[1
]}

Mitsos, C ^{[1
]}

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 02期

关键词：

asymmetric synthesis; cascade reactions; enantioselectivity; natural products; rearrangement;

D O I：

10.1002/anie.200503374

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Absolutely without auxiliaries: The enantioselective syntheses of both enantiomers of the dimeric pyrrole-imidazole alkaloids sceptrin and ageliferin have been achieved by a non-auxiliary-based route, which allows assignment of the absolute configuration of natural ageliferin. The programming" of the oxaquadricyclane fragmentation leading to enantiopure tetrasubstituted cyclobutanes is the crucial step in the synthesis. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA."

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页码：249 / 252

页数：4

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