title: Asymmetric Total Syntheses of Two Possible Diastereomers of Gliomasolide E and Its Structural Elucidation.
abstract: The first total syntheses of two possible diastereomers of gliomasolide E, a 14-membered macrolides isolated from the marine sponge Phakellia fusca Thiele, which was collected from the South China Sea, is reported. Highlights of the synthesis include macrolactonization through intramolecular Horner-Wadsworth-Emmons olefination, Yamaguchi-Hirao alkynylation, and base-induced elimination reactions for propargyl alcohol synthesis as the key reactions. Detailed comparison of their1H and13C NMR (1D and 2D NMR data) and specific rotation with those of the natural product revealed that the absolute stereochemistry of gliomasolide E should be (2E,5R,7R,9R,13R).
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR) , Mathura Road, New Delhi 110 025, India.
authors.forename: Ramidi Gopal
authors.initials: RG
authors.lastname: Reddy
authors.forename: Ravula
authors.initials: R
authors.lastname: Venkateshwarlu
authors.forename: Kallaganti V S
authors.initials: KV
authors.lastname: Ramakrishna
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR) , Mathura Road, New Delhi 110 025, India.
authors.forename: Jhillu S
authors.initials: JS
authors.lastname: Yadav
authors.affiliation: Academy of Scientific and Innovative Research (AcSIR) , Mathura Road, New Delhi 110 025, India.
authors.forename: Debendra K
authors.identifier: 0000-0002-9515-826X
authors.initials: DK
authors.lastname: Mohapatra