title: A flexible and unified strategy for syntheses of cladospolides A, B, C, and iso-cladospolide B.
abstract: A simple, efficient and flexible strategy for the syntheses of cladospolides A-C and iso-cladospolide B is reported here. This strategy involves Julia-Kocienski olefination and Yamaguchi macrolactonization as key steps, starting from either d-ribose or suitable tartaric acid esters. Although our initial efforts towards cladospolide A involving a ring closing metathetic approach were not successful, changing the mode of ring closure and the use of Julia-Kocienski olefination for the construction of the key intermediate solved this issue and paved the way for the completion of total syntheses of this class of natural products.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
authors.forename: Debjani
authors.initials: D
authors.lastname: Si
authors.forename: Narayana M
authors.initials: NM
authors.lastname: Sekar
authors.forename: Krishna P
authors.initials: KP
authors.lastname: Kaliappan
mesh_terms: D018942:Macrolides / Q000138:chemical synthesis*; D015394:Molecular Structure
chemical_list: D018942:Macrolides; C492940:cladospolide B; C492939:cladospolide A; C492938:cladospolide C