title: A carbohydrate-based approach for the total synthesis of aculeatin D and 6-epi-aculeatin D.
abstract: A concise approach for the total synthesis of aculeatin D and 6-epi-aculeatin D employing differentially protected anti, anti-1,3,5-triol alkyne prepared from alpha-D-glucoheptonic-gamma-lactone derivative is documented. Phenol protecting group manipulation for selective O-debenzylation during the hydrogenation of the diyne intermediate and one-pot phenolic oxidation with concomitant spiroketalization highlight the accomplished total synthesis.
authors.affiliation: Division of Organic Chemistry, National Chemical Laboratory, Pune, India. vr.chepuri@ncl.res.in
authors.forename: C V
authors.initials: CV
authors.lastname: Ramana
authors.forename: Burgula
authors.initials: B
authors.lastname: Srinivas
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D008968:Molecular Conformation; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C436886:1,7-dioxa-dispiro(5.1.5.2)pentadeca-9,12-dien-11-one; D002241:Carbohydrates; D013141:Spiro Compounds