DIASTEREOSELECTIVITY IN THE INTERMOLECULAR PAUSON-KHAND REACTION OF CHIRAL 2-ALKYNOATES

被引：55

作者：

FONQUERNA, S ^{[1
]}

MOYANO, A ^{[1
]}

PERICAS, MA ^{[1
]}

RIERA, A ^{[1
]}

机构：

[1] UNIV BARCELONA,DEPT QUIM ORGAN,E-08028 BARCELONA,SPAIN

来源：

TETRAHEDRON | 1995年 / 51卷 / 14期

关键词：

D O I：

10.1016/0040-4020(95)00152-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral 2-alkynoates have been readily prepared by condensation of several cyclohexyl- or camphor-based alcohols with 2-alkynoic acids or the corresponding acid chlorides, The hexacarbonyldicobalt complexes obtained therefrom reacted with olefins to afford the corresponding Pauson-Khand cyclopentenone adducts in good yields, with high regioselectivity, and with variable degrees of diastereoselectivity. In some instances, the degree of stereocontrol is superior to that observed for alkoxyacetylenes, set that the viability of an enantioselective approach to the intermolecular Pauson-Khand reaction of electron-deficient alkynes is demonstrated for the first time.

引用

页码：4239 / 4254

页数：16

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