On the reactivity of ascomycin at the binding domain. Part 2: Hydroxide mediated rearrangement reactions

被引：8

作者：

Baumann, K

Bacher, M

Steck, A

Wagner, T

机构：

[1] Novartis Res Inst Vienna, Dept Med Chem, A-1235 Vienna, Austria

[2] Novartis Pharma AG, CH-4002 Basel, Switzerland

来源：

TETRAHEDRON | 2004年 / 60卷 / 28期

关键词：

ascomycin; ring contraction; rearrangement; binding domain; tricarbonyl;

D O I：

10.1016/j.tet.2004.05.028

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The natural product ascomycin represents a highly functionalised 23-membered macrocycle with a polyketide backbone. Within the binding domain, ascomycin features the unusual pattern of a masked tricarbonyl moiety, which potentially allows for high structural diversity via simple isomerisation events. Herein, highly stereoselective, hydroxide mediated rearrangement reactions at the binding domain are reported. (C) 2004 Elsevier Ltd. All rights reserved.

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收藏

页码：5965 / 5981

页数：17

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