An investigation into the total synthesis of clerocidin: stereoselective synthesis of a clerodane intermediate

被引：18
|
作者：
Almstead, JIK [1 ]
Demuth, TP [1 ]
Ledoussal, B [1 ]
机构：
[1] Procter & Gamble Pharmaceut, Hlth Care Res Ctr, Mason, OH 45040 USA
来源：
TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 18期
关键词：
D O I：
10.1016/S0957-4166(98)00349-8
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A key clerodane intermediate was prepared during the investigation of the total synthesis of clerocidin. The diterpene backbone was synthesized by an enantioselective Robinson annulation followed by trapping of the enolate using allyl bromide. Selective hydrogenation conditions were developed to introduce the axial methyl group at the C-8 position. A palladium-mediated carbonylation reaction was employed to generate the key alpha,beta-unsaturated dialdehyde. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：3179 / 3183
页数：5
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