58787-77-2Relevant academic research and scientific papers
The Stereochemistry of an Elimination Reaction accompanying the Hydroboration of a Steroidal Allylic Alcohol
Hanson, James R.,Liman, Mansur D.,Uyanik, Cavit
, p. 126 - 127 (2007/10/03)
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.
Regioselectivity in the Hydroboration of Steroidal δ3-Allylic Alcohols
Alam, Muzaffar,Hanson, James R.,Liman, Mansur,Nagaratnam, Sivajini
, p. 56 - 57 (2007/10/03)
The presence of an allylic 5α-hydroxy group in an androst-3-ene increases the proportion of addition of a borane to the adjacent C-4 compared to the unsubstituted steroid and directs the addition to the face of the alkene anti to the hydroxy group with stereochemical effects that may oppose those of the C-10β-methyl group.
