Addition of diethylzinc to dicobalt hexacarbonyl complexes of α,β-acetylenic aldehydes with virtually complete enantioselectivity.: A formal synthesis of (+)-incrustoporin

被引:22
作者
Fontes, M
Verdaguer, X
Solà, L
Vidal-Ferran, A
Reddy, KS
Riera, A
Pericàs, MA
机构
[1] URSA, E-08028 Barcelona, Spain
[2] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain
关键词
D O I
10.1021/ol0260268
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The addition of diethylzinc to dicobalt hexacarbonyl complexes of acetylenes mediated by (R)-2-piperidino-1,1,2-triphenylethanol takes place with very high enantioselectivity (96-99% ee) to afford the S enantiomers of dicobalt hexacarbonyl complexes of 1-alkynyl-1-propanols. The utility of this process is exemplified by the development of a short, highly enantioselective (99% ee) synthesis of unnatural incrustoporin.
引用
收藏
页码:2381 / 2383
页数:3
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