Journal of the American Chemical Society

Highly selective 1, 3-isomerization of allylic alcohols via rhenium oxo catalysis

C Morrill, RH Grubbs

Index: Morrill, Christie; Grubbs, Robert H. Journal of the American Chemical Society, 2005 , vol. 127, # 9 p. 2842 - 2843

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Citation Number: 85

Abstract

Two reaction strategies are developed to promote the highly selective 1, 3-isomerization of a variety of allylic alcohols using O3ReOSiPh3 as a catalyst. The first strategy utilizes substrates whose 1, 3-regioisomer contains a conjugated alkene, which relies on thermodynamics to obtain high selectivity. The second strategy employs N, O-bis (trimethylsilyl) acetamide as an additive to selectively and irreversibly remove the product ...