A General and Stereospecific Synthesis of Trans Alkenes and Regiospecific Synthesis of Ketones via Stepwise Hydroboration
A General and Stereospecific Synthesis of Trans Alkenes and Regiospecific Synthesis of Ketones via Stepwise Hydroboration
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Date
1982-01-01
Authors
Brown, Herbert C.
Basavaiah, D.
Kulkarni, Surendra U.
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Abstract
The hydroboration of 1-bromo-1-alkynes with alkylbromoboranes (RBHBr·SMe2), conveniently obtained via the controlled hydridation of alkyldibromoboranes (RBBr2·SMe2), followed by treatment with sodium methoxide produces B-(trans-1-alkyl-1-alkenyl)boronate esters that provide the corresponding trans alkenes on protonolysis and ketones on oxidation. © 1982, American Chemical Society. All rights reserved.
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Journal of Organic Chemistry. v.47(19)