Asymmetric syntheses of (-)-enterolactone and (7'R)-7'-hydroxyenterolactone via organocatalyzed aldol reaction.
Short syntheses of (-)-enterolactone (1a) and (7'R)-7'-hydroxyenterolactone (1b) have been achieved utilizing organocatalyzed asymmetric cross-aldol reaction of aldehydes 2 and 3 and base-mediated alkylation of lactones 5 and 4.
Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India. shajra@chem.iitkgp.ernet.in
Saumen
S
Hajra
Aswini Kumar
AK
Giri
Sunit
S
Hazra
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D017705:Lignans / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009930:Organic Chemicals
C545691:(7'R)-7'-hydroxyenterolactone; D000447:Aldehydes; D017705:Lignans; D009930:Organic Chemicals; C116609:3-hydroxybutanal; D015107:4-Butyrolactone; C029497:2,3-bis(3'-hydroxybenzyl)butyrolactone