SYNTHESIS OF A STRAIGHT-CHAIN ANALOG OF PENARESIDINS, AZETIDINE ALKALOIDS FROM MARINE SPONGE PENARES SP

Authors
HIRAKI T YAMAGIWA Y KAMIKAWA T
Citation
T. Hiraki et al., SYNTHESIS OF A STRAIGHT-CHAIN ANALOG OF PENARESIDINS, AZETIDINE ALKALOIDS FROM MARINE SPONGE PENARES SP, Tetrahedron letters, 36(27), 1995, pp. 4841-4844
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
27
Year of publication
1995
Pages
4841 - 4844
Database
ISI
SICI code
0040-4039(1995)36:27<4841:SOASAO>2.0.ZU;2-0
Abstract
The straight-chain analog of penaresidins, azetidine alkaloids from th e Okinawan marine sponge Penares sp., have been synthesized from D-xyl ose. The key step in the synthesis includes the biomimetic-type ring c losure of phytosphingosines. The novel isomerization through an azabic ylobutyl ion-pair is also described.