title: Iodo-cyclizations: novel strategy for the total syntheses of polyrhacitide A and epi-cryptocaryolone.
abstract: Highly stereoselective total syntheses of polyrhacitide A and epi-cryptocaryolone have been achieved in 11 steps with high overall yield of 24% and 28%, respectively, following a recently developed strategy for the construction of trans-2,6-disubstituted-3,4-dihydropyrans. In this report, the versatility of iodo-cyclization for the total syntheses of polyrhacitide A and epi-cryptocaryolone is demonstrated.
authors.affiliation: Organic Chemistry Division-I, Indian Institute of Chemical Technology (CSIR), Hyderabad 500 607, India. mohapatra@iict.res.in
authors.forename: Debendra K
authors.initials: DK
authors.lastname: Mohapatra
authors.forename: Eswar
authors.initials: E
authors.lastname: Bhimireddy
authors.forename: P Sivarama
authors.initials: PS
authors.lastname: Krishnarao
authors.forename: Pragna P
authors.initials: PP
authors.lastname: Das
authors.forename: J S
authors.initials: JS
authors.lastname: Yadav
mesh_terms: D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D007455:Iodine / Q000737:chemistry*; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis / Q000737:chemistry*; D011753:Pyrones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D019086:Bridged Bicyclo Compounds, Heterocyclic; D007783:Lactones; D011714:Pyrans; D011753:Pyrones; C476918:cryptocaryolone; C529416:polyrhacitide A; C073813:3,4-dihydropyran; D007455:Iodine