Stereoselective total synthesis of (+)-cardiobutanolide.
Stereoselective synthesis of styryllactone (+)-cardiobutanolide was accomplished in good overall yield from d-(-)-tartaric acid. Key features of the synthesis include the elaboration of a gamma-hydroxy butyramide obtained from the dimethylamide of tartaric acid, involving a combination of the addition of 1,3-dithian-2-yllithium and stereoselective reduction.
Prasad
Kavirayani R
KR
Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India. prasad@orgchem.iisc.ernet.in
Gholap
Shivajirao L
SL
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D005990:Glycerol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
C472942:cardiobutanolide; D015107:4-Butyrolactone; D005990:Glycerol