Regioselective carbon-carbon bond formation in the effector domain of ascomycin

被引：5
|
作者：
Horvath, A [1 ]
Grassberger, MA [1 ]
Schulz, G [1 ]
Haidl, E [1 ]
Sperner, H [1 ]
Steck, A [1 ]
机构：
[1] Novartis Res Inst, A-1235 Vienna, Austria
来源：
TETRAHEDRON | 2000年 / 56卷 / 38期
关键词：
aldol reaction; enol ether; ketene acetals; regiospecificity; macrocycles;
D O I：
10.1016/S0040-4020(00)00669-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Starting from 33-O-silyl-protected ascomycin or its 23,24-dehydration product, regio- and stereo-selective formal aldol reactions under carbon-carbon bond formation at C-22, C-23, or C-24 are demonstrated. Additionally, with the 22-silyl enol ether ascomycin derivative a rhodium(I)-catalysed shift of the 19,20 double bond into the 19,38 exocyclic position is observed at elevated temperature. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：7469 / 7476
页数：8
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