Synthesis of a methoxy-substituted lactenediyne

被引：17

作者：

Banfi, L

Guanti, G

机构：

[1] CNR, Dipartimento Chim & Chim Ind, I-16146 Genoa, Italy

[2] CNR, Ctr Studio Chim Composti Cicloalifatici & Aromat, I-16146 Genoa, Italy

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 33期

关键词：

D O I：

10.1016/S0040-4039(00)01072-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The novel lactenediyne 12, characterised by a protected 2-hydroxyethyl chain at N-11 and by a methoxy group at C-1 was efficiently prepared by a new strategy involving, as key steps, a Staudinger condensation, a highly diastereoselective propargylation of a beta-lactam enolate, a chemoselective ozonolysis of a double bond in the presence of a triple one, and a highly diastereoselective Nozaki-Hiyama ring closure. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：6523 / 6526

页数：4

共 18 条

[1] REGENTS AND SYNTHETIC METHODS .60. NEW STEREOCHEMICAL OUTCOMES IN THE CYCLOADDITION OF ACID HALIDES OR EQUIVALENTS TO CINNAMYLIDENEAMINES - A CONCISE NEW APPROACH TO 4-ACETOXYAZETIDIN-2-ONES [J].