Ethanedithiol in the presence of boron trifluoride etherate reacts with the spiroketal system of steroidal sapogenins to form the corresponding furostane 26-ethylenethioketal. Desulfurization leads to the furostane which in the 5α series was transformed into cholestan-16β-ol. Structural formulas are proposed to explain these reactions.
ASJC Scopus subject areas
- Organic Chemistry