Lithiated anions derived from (alkenyl) pentamethyl phosphoric triamides: Useful synthons for the stereoselective synthesis of 9-oxo-and 10-hydroxy-2 (E)-decenoic …

TK Olszewski, C Bomont, P Coutrot, C Grison

Index: Olszewski, Tomasz K.; Bomont, Catherine; Coutrot, Philippe; Grison, Claude Journal of Organometallic Chemistry, 2010 , vol. 695, # 21 p. 2354 - 2358

Full Text: HTML

Citation Number: 14

Abstract

Lithiated anions derived from (alkenyl) pentamethyl phosphoric triamides as homoenolate equivalents are used in the reaction with halogenated acetal and ketal giving regioselectively the γ-alkylation adducts. Chemoselective acidic hydrolysis of the enephosphoramide moiety in the presence of acetal or ketal groups leads to expected carbonyl products, key intermediates in the synthesis of natural compounds. The synthetic ...