Palladium-Catalyzed Asymmetric Allylic Alkylation of 2,3-Allenyl Acetates Using a Chiral Diaminophosphine Oxide

被引：58

作者：

Nemoto, Tetsuhiro ^{[1
]}

Kanematsu, Mutsumi ^{[1
]}

Tamura, Shinji ^{[1
]}

Hamada, Yasumasa ^{[1
]}

机构：

[1] Chiba Univ, Grad Sch Pharmaceut Sci, Inage Ku, Chiba 2638522, Japan

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2009年 / 351卷 / 11-12期

关键词：

allenes; asymmetric allylic alkylation; asymmetric catalysis; diaminophosphine oxides; palladium; SECONDARY PHOSPHINE OXIDES; ENANTIOSELECTIVE TOTAL-SYNTHESIS; CARBON BOND FORMATION; STEREOSELECTIVE-SYNTHESIS; FUNCTIONALIZED ALLENES; ALPHA-HYDROXYALLENES; PHOSPHORUS LIGANDS; DIAPHOXS; AMINATION; HYDROARYLATION;

D O I：

10.1002/adsc.200900151

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An enantioselective synthesis of allenes through palladium-catalyzed asymmetric allylic alkylation using a chiral diaminophosphine oxide is described. The asymmetric allylic alkylations proceeded in the presence of a catalytic amount of lithium acetate at 4 degrees C, affording the chiral allenes in excellent yield with up to 99% ee.

引用

页码：1773 / 1778

页数：6

共 84 条

[1] Catalytic arylations with challenging substrates: From air-stable HASPO preligands to indole syntheses and C-H-bond functionalizations [J].