Asymmetric synthesis of the F-pyran fragment of the altohyrtins

被引：18

作者：

Anderson, JC ^{[1
]}

McDermott, BP ^{[1
]}

机构：

[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 39期

关键词：

asymmetric synthesis; cyclisation; epoxide; pyran;

D O I：

10.1016/S0040-4039(99)01481-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The asymmetric synthesis of a differentially protected F-pyran ring of the altohyrtins has been achieved through an intramolecular cyclisation of a C-43 hydroxyl group onto a C-38-C-39 epoxide. Absolute stereochemistry was derived from an Evans boron aldol to control C-40 and C-41, the C-42-C-43 hydroxyl stereocentres from a Sharpless (-)-diethyl tartrate controlled epoxidation and the remaining stereocentres from substrate controlled diastereoselection. (C) 1999 Elsevier Science: Ltd. All rights reserved.

引用

页码：7135 / 7138

页数：4

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