Diastereoselective reactions of 1,1′-binaphthyl ester enolates with carbonyl electrophiles

被引:9
作者
Ahn, M [1 ]
Tanaka, K [1 ]
Fuji, K [1 ]
机构
[1] Kyoto Univ, Inst Chem Res, Kyoto 611, Japan
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 02期
关键词
D O I
10.1039/a706673b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diastereoselectivity in the aldol and the conjugate additions of 2'-hydroxy-1,1'-binaphthyl ester enolates with a variety of carbonyl electrophiles has been examined, The ester enolate generated by BuLi reacts with several aldehydes to give the three products preferentially with high diastereoselectivity and in good yield, Satisfactory diastereoselectivity has also been observed in the minor erythro derivatives, A mechanistic interpretation of the results is made on the basis of the absolute stereochemistry of the products.
引用
收藏
页码:185 / 192
页数:8
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