Total Synthesis of (+)-prelaureatin and (+)-laurallene

Authors
Crimmins, MT Tabet, EA
Citation
Mt. Crimmins et Ea. Tabet, Total Synthesis of (+)-prelaureatin and (+)-laurallene, J AM CHEM S, 122(23), 2000, pp. 5473-5476
Citations number
46
Categorie Soggetti
Chemistry & Analysis",Chemistry
Journal title
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
ISSN journal
00027863 → ACNP
Volume
122
Issue
23
Year of publication
2000
Pages
5473 - 5476
Database
ISI
SICI code
0002-7863(20000614)122:23<5473:TSO(A(>2.0.ZU;2-G
Abstract
The first total syntheses of (+)-prelaureatin and (+)-laurallene are descri bed. An asymmetric glycolate aldol addition was followed by a ring-closing metathesis to close the eight-membered ring allowing construction of the ox ocene core of (+)-prelaureatin and (+)-laurallene in seven synthetic steps from (R)-benzylglycidyl ether.