Toward the total synthesis of phorboxazole A: synthesis of an advanced C4-C32 subunit using the Jacobsen hetero Diels-Alder reaction

被引：53

作者：

Paterson, I ^{[1
]}

Luckhurst, CA ^{[1
]}

机构：

[1] Univ Cambridge, Chem Lab, Cambridge CB2 1EW, England

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 19期

关键词：

D O I：

10.1016/S0040-4039(03)00754-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The tetrahydropyranone 3, representing a pentacyclic C-4-C-32 segment of the phorboxazoles, was obtained by a complex hetero Diels-Alder (HDA) coupling performed between the 2-siloxydiene 23 and the oxazole aldehyde 4, mediated by the chiral tridentate Cr(III) catalyst 14. In preliminary studies, the tetrahydropyrans 17, 33 and 35 were accessed using this same asymmetric HDA methodology with varying stereoselectivity. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：3749 / 3754

页数：6

共 43 条

[1] Convergent synthesis of the C31-C46 domain of the phorboxazole natural products [J].