Synthesis of chiral dendrimers with a hydrocarbon backbone and application to the catalytic enantioselective addition of dialkylzincs to aldehydes

被引：44

作者：

Sato, I ^{[1
]}

Shibata, T ^{[1
]}

Ohtake, K ^{[1
]}

Kodaka, R ^{[1
]}

Hirokawa, Y ^{[1
]}

Shirai, N ^{[1
]}

Soai, K ^{[1
]}

机构：

[1] Tokyo Univ Sci, Fac Sci, Dept Appl Chem, Shinjuku Ku, Tokyo 1628601, Japan

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 17期

关键词：

asymmetric synthesis; catalysts; dendrimers; enantioselection;

D O I：

10.1016/S0040-4039(00)00365-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral dendrimers with three or six beta-amino alcohols on hyperbranched hydrocarbon chain-ends were synthesized. These macromolecules can act as chiral catalysts for the enantioselective addition of dialkylzincs to aldehydes. The corresponding secondary alcohols are obtained in high enantiomeric excess (up to 86% e.e.). (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3123 / 3126

页数：4

共 32 条

[31] STARBURST DENDRIMERS - MOLECULAR-LEVEL CONTROL OF SIZE, SHAPE, SURFACE-CHEMISTRY, TOPOLOGY, AND FLEXIBILITY FROM ATOMS TO MACROSCOPIC MATTER [J].

TOMALIA, DA ;

NAYLOR, AM ;

GODDARD, WA .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1990, 29 (02) :138-175

[32] ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES USING CHIRAL POLYMER CATALYSTS POSSESSING A METHYLENE SPACER [J].

WATANABE, M ;

SOAI, K .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (07) :837-842

← 1 2 3 4 →