A STEREOSELECTIVE SYNTHESIS OF TRISUBSTITUTED ALKENES .2. THE NICKEL-CATALYZED COUPLING OF GRIGNARD-REAGENTS WITH 6-ALKYL-3,4-DIHYDRO-2H-PYRANS AND ACYCLIC ENOL ETHERS

被引:8
作者
ASHWORTH, PA [1 ]
DIXON, NJ [1 ]
KOCIENSKI, PJ [1 ]
WADMAN, SN [1 ]
机构
[1] UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,HANTS,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 24期
关键词
D O I
10.1039/p19920003431
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Ni0-catalysed coupling of Grignard reagents devoid of beta-hydrogens with 6-alkyl-3,4-dihydro-2H-pyrans and acyclic enol ethers is highly stereoselective and gives trisubstituted alkenes with retention of configuration. The reaction was applied to syntheses of the aggregation pheromone of the square-necked grain beetle, a fragment of Premonensin B, and the polyketide fragment of Jaspamide.
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页码:3431 / 3438
页数:8
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