Rational electronic tuning of CBS catalyst for highly enantioselective borane reduction of trifluoroacetophenone

被引：21

作者：

Korenaga, Toshinobu ^{[1
]}

Nomura, Kenji ^{[1
]}

Onoue, Kazutaka ^{[1
]}

Sakai, Takashi ^{[1
]}

机构：

[1] Okayama Univ, Grad Sch Nat Sci & Technol, Div Chem & Biochem, Okayama 7008530, Japan

来源：

CHEMICAL COMMUNICATIONS | 2010年 / 46卷 / 45期

关键词：

FRIEDEL-CRAFTS ALKYLATION; ASYMMETRIC REDUCTION; KETONES; REACTIVITY; INDOLES;

D O I：

10.1039/c0cc03706k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

alpha,alpha,alpha-Trifluoroacetophenone (2), which is susceptible to noncatalytic reduction by BH3, could be reduced to chiral alcohol up to 90% ee by using electronically tuned-CBS catalyst (1) with BH3. The enantioselectivities highly correlated with the differential orbital energies between 1-BH3 adduct and 2, which were calculated by DFT method.

引用

页码：8624 / 8626

页数：3

共 25 条

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