Use of readily available chiral compounds related to the Betti base in the enantioselective addition of diethylzinc to aryl aldehydes

被引：137

作者：

Cardellicchio, C ^{[1
]}

Ciccarella, G ^{[1
]}

Naso, F ^{[1
]}

Perna, F ^{[1
]}

Tortorella, P ^{[1
]}

机构：

[1] Univ Bari, CNR, Ctr Studio Metodol Innovat Sintesi Organ, Dipartimento Chim, I-70126 Bari, Italy

来源：

TETRAHEDRON | 1999年 / 55卷 / 51期

关键词：

asymmetric synthesis; alkylation; enantioselection; zinc and compounds;

D O I：

10.1016/S0040-4020(99)00914-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Readily available members of the family of chiral non-racemic aminonaphthols related to the Betti base 1 were tested as complexing agents in the catalytic enantioselective addition of diethylzinc to aryl aldehydes. The use of these bases gave high ee values (up to >99%). The highest ee values were obtained with the tertiary aminonaphthol 2. An important role was played by the solvent. The effect of the nature and the position of the substituents on the aromatic ring of the aldehyde was also investigated. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：14685 / 14692

页数：8

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