Asymmetric synthesis of chiral diols by the catalytic enantioselective dialkylation of tere-, iso-, and phthaldehydes and by a catalytic enantioselective autoinductive reaction

被引：35

作者：

Soai, K

Inoue, Y

Takahashi, T

Shibata, T

机构：

[1] Department of Applied Chemistry, Faculty of Science, Science University of Tokyo, Tokyo, 162, Kagurazaka, Shinjuku-ku

来源：

TETRAHEDRON | 1996年 / 52卷 / 42期

关键词：

D O I：

10.1016/0040-4020(96)00810-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically pure aromatic diols were synthesized by the highly enantioselective dialkylation of aromatic dialdehydes with dialkylzincs in the presence of a catalytic amount of chiral aminoalcohol 1 or chiral thiophosphoramide alcohol 2 with Ti(O-i-Pr)(4). The chiral titanium(IV) alkoxide of 4b, a diisopropylated product of isophthalaldehyde, catalyzed the addition of diisopropylzinc to isophthalaldehyde to gave a chiral zinc alkoxide of 4b with the same configuration by an enantioselective autoinductive reaction (up to 44% e.e.). Copyright (C) 1996 Elsevier Science Ltd

引用

页码：13355 / 13362

页数：8

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