The Stereochemistry of an Elimination Reaction accompanying the Hydroboration of a Steroidal Allylic Alcohol†

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James R. Hanson, Mansur D. Liman and Cavit Uyanik


Abstract

Deuterium labelling studies have shown that the facile elimination of the 5β-hydroxy group observed in the course of hydroboration of a 5β-hydroxyandrost-3-ene may involve a trans diaxial borane-borinate elimination coupled with a syn transfer of hydrogen from the borinate.


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