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Synthetic Studies toward (±)-Furanocembranoid 1: Construction of the Acyclic Carbon Framework

Authors :
Chada Raji Reddy
Siddique Z. Mohammed
Source :
ACS Omega, Vol 3, Iss 11, Pp 15628-15634 (2018), ACS Omega
Publication Year :
2018
Publisher :
American Chemical Society, 2018.

Abstract

Herein, we report the synthesis of the entire acyclic carbon framework toward (±)-furanocembranoid 1 via the longest linear sequence of 12 steps from commercially available linalool and diethyl 2-isopropylmalonate. Key to the success of this synthetic approach is a silver-catalyzed enyne-annulation reaction for the formation of 2,4-disubstituted furan motif of unique furanocembranoid 1, isolated from Croton oblongifolius. Construction of macrocycle has also been explored using the ring-closing metathesis reaction.

Details

Language :
English
ISSN :
24701343
Volume :
3
Issue :
11
Database :
OpenAIRE
Journal :
ACS Omega
Accession number :
edsair.doi.dedup.....615c41a0aabaa6feb71c44878b064685