학술논문
Total Synthesis and Structural Revision of Cephalosporolide J.
Document Type
Article
Author
Source
Subject
*POLYKETIDES
*MOIETIES (Chemistry)
*SEDIMENTS
*
*
Language
ISSN
0936-5214
Abstract
Herein, we report the first total synthesis of cephalosporolide J, which is a deep sea sediment derived polyketide harboring a unique bicyclo[3.3.0]furanolactone moiety. The adopted synthetic strategy consisted of the alkynylation of γ-lactone with lithium alkynyltrifluoroborate followed by a spiroketalization triggered by hydrogenation of the triple bond. Through this synthesis, the correct structure of cephalosporolide J is shown to be that of the 9- epi stereoisomer of the structure originally proposed. [ABSTRACT FROM AUTHOR]