B-alkylcatecholboranes as a source of radicals for efficient conjugate additions and allylations

AP Schaffner, B Becattini, C Ollivier, V Weber…

Index: Schaffner, Arnaud-Pierre; Becattini, Barbara; Ollivier, Cyril; Weber, Valery; Renaud, Philippe Synthesis, 2003 , # 17 p. 2740 - 2742

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Citation Number: 18

Abstract

Abstract B-Alkylcatecholboranes, easily prepared in situ by hydroboration of alkenes, are powerful radical precursors that can be used for carbon-carbon bond formation. Typical procedures for (a) conjugate addition to enones,(b) conjugate addition to activated alkenes such as vinyl sulfones, and (c) direct allylation are described. Experimentally, these three one-pot reactions are easy to perform. No slow addition of a reagent, a procedure ...