Which Is the Actual Catalyst: Chiral Phosphoric Acid or Chiral Calcium Phosphate?

被引：208

作者：

Hatano, Manabu ^{[1
]}

Moriyama, Katsuhiko ^{[1
]}

Maki, Toshikatsu ^{[1
]}

Ishihara, Kazuaki ^{[1
,2
]}

机构：

[1] Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan

[2] Japan Sci & Technol Agcy JST, CREST, Chikusa Ku, Nagoya, Aichi 4648603, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 22期

关键词：

asymmetric catalysis calcium; Mannich-type reactions; organocatalysis; phosphoric acids; ASYMMETRIC MANNICH REACTION; ALPHA-AMIDO SULFONES; BRONSTED ACID; ENANTIOSELECTIVE SYNTHESIS; CINCHONA ALKALOIDS; N-BOC; IMINES; THIOESTERS; COMPLEXES; KETONES;

D O I：

10.1002/anie.201000824

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) Both catalysts work: A highly enantioselective direct Mannich-type reaction of NBoc-protected aldimines with 1,3-dicarbonyl compounds has been developed with the use of a chiral phosphoric acid in the presence or absence of Ca. The absolute stereoselectivity of the phosphoric acid catalysis was found to be opposite to that of the calcium phosphate catalysis (see scheme; Boc = tert-butoxycarbonyl). © 2010 Wiley-VCH Verlag GmbH & Co. KGaA."

引用

页码：3823 / 3826

页数：4

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