Synthesis of 1-Methoxy-9-mercaptophenoxathiin and the Resolved 1-((N-(Benzyloxycarbonyl)-L-alanyl)oxy)-9-((methoxycarbonyl)dithio)phenoxathiin 10-Oxide Diastereomers. Comments on Improved Methods for Sulfone Reduction

Article abstract of DOI:10.1021/jo00276a027

The syntheses of 1-methoxy-9-mercaptophenoxathiin (5) and the resolved diastereomeric Z-L-alanyl ester sulfoxides 13a and 13b are reported.The synthetic strategy employs the 10-sulfone functionality to direct substitution to the 1- and 9-positions by meth