Diastereoselectivity in the synthesis of bicyclic titanacyclopentenes from chiral 6-hepten-1-ynes

被引：6

作者：

Banti, D ^{[1
]}

Cicogna, F ^{[1
]}

Di Bari, L ^{[1
]}

Caporusso, AM ^{[1
]}

机构：

[1] CNR, Dipartimento Chim & Chim Ind, Ctr Studio Macromol Stereordinate Otticamente Att, I-56126 Pisa, Italy

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 40期

关键词：

cyclisation; titanium; titanium compounds; enynes; diastereoselection;

D O I：

10.1016/S0040-4039(00)01331-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of chiral 6-hepten-1-ynes have been found to undergo cyclization to titanabicyclopentenes by (eta(2)-propene)Ti(Oi-Pr)(2) with excellent yields and degrees of exo-stereoselectivity depending on the substrate steric requirements. In the framework of a plausible cyclization mechanism several conformational features which can regulate the stereoinduction have been suggested. (C) 2000 Published by Elsevier Science Ltd.

引用

页码：7773 / 7777

页数：5

共 12 条

[1]

Brandsma L, 1988, PREPARATIVE ACETYLEN

[2] ZIRCONOCENE COMPLEXES OF UNSATURATED ORGANIC-MOLECULES - NEW VEHICLES FOR ORGANIC-SYNTHESIS [J].