The Journal of organic chemistry

Alkali metal alkoxide clusters: Convenient catalysts for the synthesis of methylphosphonates

RM Kissling, MR Gagné

Index: Kissling, Rebecca M.; Gagne, Michel R. Journal of Organic Chemistry, 1999 , vol. 64, # 5 p. 1585 - 1590

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Citation Number: 15

Abstract

Alkali metal alkoxides are good catalysts (1-8 mol%) for promoting the interchange reaction between carbonyl and phosphorus esters. This reactivity leads to convenient methodologies for the synthesis of symmetric and unsymmetric alkyl-substituted methylphosphonates from dimethyl methylphosphonate (DMMP). Reactions rates are high with initial turnover frequencies (N t) in excess of 1× 106 h-1 observed and with KOtBu> NaOtBu> LiOtBu. The ...