title: Synthesis of pentahydroxy indolizidine alkaloids using ring closing metathesis: attempts to find the correct structure of uniflorine A.
abstract: Ring closing metathesis of d-glucose derived diene-substrate containing nitrogen functionality followed by asymmetric dihydroxylation afforded sugar substituted dihydroxylated pyrrolidines 8a-c which on 1,2-acetonide deprotection and reductive amination afforded putative uniflorine A 2a and its analogues 2b-c, respectively.
authors.affiliation: Garware Research Centre, Department of Chemistry, University of Pune, Pune-411 007, India.
authors.forename: Narayan S
authors.initials: NS
authors.lastname: Karanjule
authors.forename: Shankar D
authors.initials: SD
authors.lastname: Markad
authors.forename: Dilip D
authors.initials: DD
authors.lastname: Dhavale
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D006900:Hydroxylation; D007212:Indolizines / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D007212:Indolizines; C487671:uniflorine A