Use of an Axial β-Face Thiomethyl Control Element in Intramolecular Conjugate Additions. Synthesis of a Tricyclic Bruceantin Precursor

Article abstract of DOI:10.1021/jo00380a020

An ABC ring intermediate for the synthesis of the quasinoidal antileukemia agent bruceantin has been prepared.Control of stereochemistry at C-8 was achieved by intramolecular conjugate addition of a nucleophile bound to the axial C-10 methyl group by a su