Second-generation synthesis of syn- and anti-cycloheptadienylsulfone polyketide stereodiads.
Stereodiad sulfones 18a and 18b are key intermediates for polyketide synthesis. This note describes the synthesis of 18a and 18b from enantiopure epoxide 2. The two sequences have been optimized for large-scale synthesis to give 80-85% overall yields in one operation (one operation implies that no crystallization or distillation is required throughout the synthesis) while avoiding chromatography.
Noshi
Mohammad N
MN
Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, USA.
El-Awa
Ahmad
A
Fuchs
Philip L
PL