TOTAL SYNTHESIS OF POLYPRENYLHYDROQUINOLS AND BENZOQUINONES

Authors
BOUZBOUZ S KIRSCHLEGER B VILLIERAS J
Citation
S. Bouzbouz et al., TOTAL SYNTHESIS OF POLYPRENYLHYDROQUINOLS AND BENZOQUINONES, Bulletin de la Societe chimique de France, 134(1), 1997, pp. 67-83
Citations number
58
Categorie Soggetti
Chemistry Inorganic & Nuclear",Biology,Chemistry
Journal title
Bulletin de la Societe chimique de France → ACNP
ISSN journal
00378968
Volume
134
Issue
1
Year of publication
1997
Pages
67 - 83
Database
ISI
SICI code
0037-8968(1997)134:1<67:TSOPAB>2.0.ZU;2-Q
Abstract
Total synthesis of polyprenylhydroquinols and benzoquinones. The total synthesis of polyprenylhydroquinols and benzoquinones is described. F irst, ho appropriate aromatic allyl carbonates (moieties with one and two prenyls) and two activated bifunctional terpenyl derivatives (moie ties with two and three prenyls) were synthesized. These molecules wer e then reacted together using a highly regio- and stereoselective coup ling with Pd(PPh(3))(4) as a catalyst. The synthesis was achieved by f unctional group elimination and formation of quinonic and hydroquinoni c moieties.