Evaluation of asymmetric Diels-Alder approaches for the synthesis of the cyclohexene subunit of CP-225,917 and CP-263,114

被引：8

作者：

Armstrong, A ^{[1
]}

Davies, NGM ^{[1
]}

Martin, NG ^{[1
]}

Rutherford, AP ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 20期

基金：

英国工程与自然科学研究理事会;

关键词：

CP-compounds; Diels-Alder; oxazolidinone; cyclopropanation;

D O I：

10.1016/S0040-4039(03)00835-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric synthesis of a functionalised cyclohexenone required for total synthesis of CP-225,917 and CP-263,114 is reported, using a Lewis acid-promoted Diels-Alder reaction between a 2-sityloxy-1,3-diene and a dienophile bearing an oxazolidinone auxiliary. A novel method for appendage of the exocyclic malonate unit, via cyclopropane ring opening, is also described. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：3915 / 3918

页数：4

共 45 条

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