| Title : Enzymatic Resolution and Decarboxylative Functionalization of alpha-Sulfinyl Esters - Gahalawat_2023_Chemistry__e202302996 |
| Author(s) : Gahalawat S , Addepalli Y , Fink SP , Kasturi L , Markowitz SD , Ready JM |
| Ref : Chemistry , :e202302996 , 2023 |
| Abstract : alpha-Sulfinyl esters can be readily prepared through thiol substitution of alpha-bromo esters followed by oxidation to the sulfoxide. Enzymatic resolution with lipoprotein lipase provides both the unreacted esters and corresponding alpha-sulfinyl carboxylic acids in high yields and enantiomeric ratios. Subsequent decarboxylative halogenation, dihalogenation, trihalogenation and cross-coupling gives rise to functionalized sulfoxides. The method has been applied to the asymmetric synthesis of a potent inhibitor of 15-prostaglandin dehydrogenase. |
| ESTHER : Gahalawat_2023_Chemistry__e202302996 |
| PubMedSearch : Gahalawat_2023_Chemistry__e202302996 |
| PubMedID: 37721804 |