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Synthetic Studies toward (±)-Furanocembranoid 1: Construction of the Acyclic Carbon Framework
- 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.
- Subjects :
- biology
010405 organic chemistry
Longest linear sequence
Stereochemistry
General Chemical Engineering
General Chemistry
010402 general chemistry
biology.organism_classification
01 natural sciences
Croton
Article
0104 chemical sciences
lcsh:Chemistry
chemistry.chemical_compound
chemistry
Linalool
lcsh:QD1-999
Furan
Salt metathesis reaction
Subjects
Details
- Language :
- English
- ISSN :
- 24701343
- Volume :
- 3
- Issue :
- 11
- Database :
- OpenAIRE
- Journal :
- ACS Omega
- Accession number :
- edsair.doi.dedup.....615c41a0aabaa6feb71c44878b064685