Total synthesis of the furanocembrane bis-deoxylophotoxin

Citation
M. Cases et al., Total synthesis of the furanocembrane bis-deoxylophotoxin, SYNLETT, (12), 2001, pp. 1869-1872
Citations number
26
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
12
Year of publication
2001
Pages
1869 - 1872
Database
ISI
SICI code
0936-5214(200112):12<1869:TSOTFB>2.0.ZU;2-W
Abstract
A total synthesis of the bis-deoxylophotoxin 25a, the probable biological p recursor to the neurotoxin lophotoxin 1 is described. The synthesis uses a strategy based on sequential carbanion alkylation and Stille coupling betwe en the chiral building blocks 5 and 6, leading to the furanocembranolide 23 , following by functional group manipulation.