Article ID Journal Published Year Pages File Type
1348493 Tetrahedron: Asymmetry 2006 4 Pages PDF
Abstract

Asymmetric catalysis of Mukaiyama aldol addition reactions of methyl 3-TMSO-2-diazo-3-butenoate 4 with aromatic aldehydes using AgF/(R)-BINAP at −20 °C produces chiral diazoacetoacetates in high chemical yields and with high enantiocontrol.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide

Methyl 5-(p-chlorophenyl)-2-diazo-5-hydroxy-3-oxopentanoateC12H11ClN2O4Ee = 92%[α]D24.3=-63.6 (c 0.506, CH2Cl2)Source of chirality: asymmetric Mukaiyama aldol additionAbsolute configuration: (S) tentatively

Related Topics
Physical Sciences and Engineering Chemistry Inorganic Chemistry
Authors
, ,