The lithium enolates of α-phenylthio esters 5 react with aldehydes 6 to give good yields of diastereomeric aldol products 7 and 8 provided that anhydrous zinc chloride is first added to the enolate solution. The threo or erythro nature of several of the aldol products (7 and 8) was determined by transforming them stereospecifically to Z and E olefins 15 through a net trans elimination of the elements of PhSOH. α-(Phenylthio)-γ-butyrolactone (16) also takes part in the aldol reaction.
|Original language||English (US)|
|Number of pages||6|
|Journal||Journal of Organic Chemistry|
|State||Published - 1980|
ASJC Scopus subject areas
- Organic Chemistry