ENANTIOPURE BUILDING-BLOCKS FOR MARINE NATURAL-PRODUCTS VIA DIFFERENTIATION OF ENANTIOTOPIC GROUPS

Authors
BEIL W JONES PG NERENZ F WINTERFELDT E
Citation
W. Beil et al., ENANTIOPURE BUILDING-BLOCKS FOR MARINE NATURAL-PRODUCTS VIA DIFFERENTIATION OF ENANTIOTOPIC GROUPS, Tetrahedron, 54(26), 1998, pp. 7273-7292
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
26
Year of publication
1998
Pages
7273 - 7292
Database
ISI
SICI code
0040-4020(1998)54:26<7273:EBFMNV>2.0.ZU;2-K
Abstract
The group and face-selective cycloaddition of the enantiopure cyclopen tadiene 4 to the tyrosine-related spirocylohexadienone 10 provided a h igh yield of the enantiomerically pure cyclohexadienone 11. Stereosele ctive transformations at the remaining double bond followed by a therm al retro-process, finally giving rise to the chromophore of the marine agelorin antibioticcs isolated from the sponge Agelas oroides Schmidt . (C) 1998 Elsevier Science Ltd. All rights reserved.