Tetrahedron

Synthesis of α-diazo-β-hydroxyesters through a one-pot protocol by phase-transfer catalysis: application to enantioselective aldol-type reaction and diastereoselective …

K Hasegawa, S Arai, A Nishida

Index: Hasegawa, Kazuya; Arai, Shigeru; Nishida, Atsushi Tetrahedron, 2006 , vol. 62, # 7 p. 1390 - 1401

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Citation Number: 47

Abstract

The one-pot synthesis of α-diazo-β-hydroxyesters from sodium azide under phase-transfer- catalyzed conditions has been achieved. This protocol includes three different chemical transformations promoted by a single catalyst in each step to give products in good to excellent yields. The reaction was applied to a catalytic asymmetric aldol-type reaction using α-diazoesters with aldehydes in the presence of a chiral quaternary ammonium salt and ...