Total synthesis of balanol .2. Completion of the synthesis and investigation of the structure and reactivity of two key heterocyclic intermediates.

被引：44

作者：

Tanner, D

Tedenborg, L

Almario, A

Pettersson, I

Csoregh, I

Kelly, NM

Andersson, PG

Hogberg, T

机构：

[1] UNIV UPPSALA,DEPT ORGAN CHEM,S-75121 UPPSALA,SWEDEN

[2] ASTRO DRACO AB,S-22100 LUND,SWEDEN

[3] UNIV STOCKHOLM,ARRHENIUS LAB,S-10691 STOCKHOLM,SWEDEN

来源：

TETRAHEDRON | 1997年 / 53卷 / 13期

关键词：

D O I：

10.1016/S0040-4020(97)00167-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convergent enantioselective total synthesis of the natural product (-)-balanol (1) is described. In addition to benzophenone fragment 8, key intermediates are chiral bicyclic aziridine 3 and the corresponding epoxide 4, both of which undergo highly regio- and stereoselective nucleophilic ring-opening reactions, allowing control of the two stereogenic centres of the target molecule. The structure and reactivity of 3 and 4 have been investigated in some detail. (C) 1997 Elsevier Science Ltd.

引用

页码：4857 / 4868

页数：12

共 40 条

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