Srinivas Padakanti

A simple and rapid entry to 5-alkyl (aryl)-5-hydroxy-3,4-diarylfuranones and 3a-hydroxy-1-aryl-2,3a,4,5-tetrahydronaphthofuranones via a tandem esterification and oxidative cyclization process ☆

A synthesis of 5-hydroxy-3,4-diarylfuranones and related derivatives is accomplished by the reaction of arylacetic acid with α-bromoketone in the presence of base and atmospheric oxygen. A variety of compounds were synthesized in good to excellent yield and many are of potential biological interest.

Studies toward a Total Synthesisof Rhizoxin D: Stereoselective Preparation of the C11-C19Fragment¹

The C11-C19 fragment of rhizoxin D was synthesized efficiently and stereoselectively. Stereoselective induction at C13 was achieved by means of the Crimmins protocol, whereas a substrate-controlled lithium aldol reaction gave the desired selectivity at the C17 position.

A Cross-Metathesis Approachto the Synthesis of Key Precursor of the Macrolide Coreof Rhizoxin D

The synthesis of key precursor 5 of the macrolide core of rhizoxin D has been achieved by cross metathesis between two olefinic fragments 6 and 7. Both the olefinic fragments are easily synthesized in a diastereoselective manner from the common precursor 1-benzyloxy-2-methylhex-5-ene-3-ol (8).