Preparation, Reactions, and Stereochemistry of 4-tert-Butyl-1-chlorophosphorinane 1-Oxide and Derivatives

MK Tasz, A Gamliel, OP Rodriguez…

Index: Tasz, Maciej K.; Gamliel, Asher; Rodriguez, Oscar P.; Lane, Thomas M.; Cremer, Sheldon E.; Bennett, Dennis W. Journal of Organic Chemistry, 1995 , vol. 60, # 20 p. 6281 - 6288

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Citation Number: 13

Abstract

The title compound 6 was synthesized as a model structure to study the stereochemical and mechanistic aspects of nucleophilic substitution at the phosphorus atom in a six-membered ring. Several synthetic methods were used to prepare 6, but in every case a mixture of diastereomers was obtained, in almost the same ratio. This mixture was used for the investigation of the reaction with several alcohols (methanol, ethanol, isopropyl alcohol) ...