title: A flexible enantioselective total synthesis of diospongins A and B and their enantiomers using catalytic hetero-Diels-Alder/Rh-catalyzed 1,4-addition and asymmetric transfer hydrogenation reactions as key steps.
abstract: A unified enantioselective route to total synthesis of diospongins A and B and their enantiomers has been developed employing achiral starting materials. All three stereocenters were introduced by means of catalytic reactions.
authors.affiliation: Organic Division-III, Indian Institute of Chemical Technology, Hyderabad, 500 007, India. gkswamy_iict@yahoo.co.in
authors.forename: Gullapalli
authors.initials: G
authors.lastname: Kumaraswamy
authors.forename: Gajula
authors.initials: G
authors.lastname: Ramakrishna
authors.forename: Police
authors.initials: P
authors.lastname: Naresh
authors.forename: Bharatam
authors.initials: B
authors.lastname: Jagadeesh
authors.forename: Balasubramanian
authors.initials: B
authors.lastname: Sridhar
mesh_terms: D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
chemical_list: D011714:Pyrans; C521317:diospongin A; C521318:diospongin B; D006859:Hydrogen