Reductions of conjugated carbonyl compounds with copper hydride-preparative and mechanistic aspects

MF Semmelhack, RD Stauffer…

Index: Semmelhack,M.F. et al. Journal of Organic Chemistry, 1977 , vol. 42, # 19 p. 3180 - 3188

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Citation Number: 107

Abstract

The reaction of lithium trimethoxyaluminum hydride with 0.5 molar equiv of cuprous bromide produces a heterogeneous mixture referred to as the Li complex, while sodium bis (2- methoxyethoxy) aluminum hydride with 1.0 molar equiv of cuprous bromide gives a similar mixture, the N a complex. Both reagents are effective in selective reduction of the olefin unit in conjugated ketones and esters, including two examples of acetylenic esters. The Li ...