Total synthesis of isocladosporin and 3-epi-isocladosporin

TitleTotal synthesis of isocladosporin and 3-epi-isocladosporin
Publication TypeJournal Article
Year of Publication2016
AuthorsMohapatra, DK, Maity, S, Banoth, S, Gonnade, RG, Yadav, JS
JournalTetrahedron Letters
Volume57
Issue1
Pagination53-55
Date PublishedJAN
ISSN0040-4039
KeywordsAcylation reaction, Cross-metathesis, Iodocyclization, Isocladosporin 3-epi-Isodadosporin, Luche reduction
Abstract

A convergent total synthesis of isocladosporin and 3-epi-isocladosporin is reported starting from commercially available homoallyl alcohol in 10 longest linear steps with 28% overall yield. The key steps involved in the synthesis are cross-metathesis, tandem isomerization followed by C-O and C-C bond formation reactions for the synthesis of trans-2,6-disubstituted dihydropyrans developed by us, acylation reaction and Luche reaction. (C) 2015 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2015.11.060
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.347
Divison category: 
Physical and Materials Chemistry