Advances in Lewis Acid Controlled Carbon−Carbon Bond-Forming Reactions Enable a Concise and Convergent Total Synthesis of Bullatacin

Abstract

Lewis acids control regioselectivity in the alkylation of epi-chlorohydrin and the stereochemistry of an alkyne addition to set the C24/C23 anti relationship. These advances facilitate an efficient total synthesis of bullatacin in 13.3% overall yield from commercial starting materials.