Synthesis

Dichloroindium hydride (Cl2InH): A convenient reagent for stereoselective reduction of vic-dibromides to (E)-alkenes

BC Ranu, A Das, A Hajra

Index: Ranu, Brindaban C.; Das, Arijit; Hajra, Alakananda Synthesis, 2003 , # 7 p. 1012 - 1014

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Citation Number: 19

Abstract

Several structurally diverse vic-dibromides substituted with an electron-withdrawing group such as CO 2 R, CN underwent clean reductive debrominations by this procedure to provide the corresponding alkenes. The results are summarized in Table [1] . Very interestingly, only the (E)-alkenes are obtained from both erythro(meso) or threo(dl) dibromides. Thus, a (Z)-alkene, diethyl maleate, is easily converted to the (E)-isomer diethyl fumarate, through its dibromide ...