A Catalytic Approach to (R)??(+)??Muscopyridine with Integrated “Self??Clearance”

A Fürstner, A Leitner

Index: Fuerstner, Alois; Leitner, Andreas Angewandte Chemie - International Edition, 2003 , vol. 42, # 3 p. 308 - 311

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Citation Number: 204

Abstract

Specifically, reaction of the commercially available bromo alcohol 4 with H2C¼CHMgBr in the presence of catalytic amounts of CuI affords the rather volatile alkene (X ¼ OH),[11] which is immediately converted without further purification into tosylate 5 to minimize losses during workup (65% over both steps). Subsequent treatment with LiBr in acetone affords the corresponding bromide 6. The enantiomerically pure Grignard reagent derived therefrom ...