ASYMMETRIC CATALYSIS OF ENE-TYPE REACTION WITH FLUORAL BY CHIRAL TITANIUM COMPLEX - A SEMIEMPIRICAL AND AB-INITIO ANALYSIS OF ENE REACTIVITY

被引：47

作者：

MIKAMI, K ^{[1
]}

YAJIMA, T ^{[1
]}

TERADA, M ^{[1
]}

UCHIMARU, T ^{[1
]}

机构：

[1] MINIST INT TRADE & IND,AGCY IND SCI & TECHNOL,NATL INST MAT & CHEM RES,TSUKUBA 305,JAPAN

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 47期

关键词：

D O I：

10.1016/S0040-4039(00)60408-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chiral titanium complex-catalyzed ene-type reaction with fluoral is shown to serve as an efficient route for the asymmetric synthesis of CF3-substituted compounds of biological and synthetic importance in extremely high enantiomeric excesses (>95% ee). The ene reactivity of trihaloacetaldehyde including fluoral is estimated in terms of the balance of LUMO energy level vs. electron density on the carbonyl carbon.

引用

页码：7591 / 7594

页数：4

共 27 条

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