Absolute configuration of phorboxazole A C32C43 analogs by CD exciton-coupling of allylic 2-naphthoate esters

The configurations of phorboxazole model compounds 4a and 4b were assigned as (33 R,35 S,37 S,38 S) and (33 R,35 S,37 S,38 R), respectively, by analysis of exciton coupling in the corresponding 2-naphthoate esters. Spectroscopic comparisons with phorboxazoles A and B provides independent proof of th...

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Bibliographic Details
Published inTetrahedron: asymmetry Vol. 13; no. 10; pp. 1013 - 1016
Main Authors Molinski, Tadeusz F, Brzezinski, Linda Joy, Leahy, James W
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 10.06.2002
Elsevier
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Chemistry, Physical
Physical Sciences
Science & Technology
SPONGE PHORBAS SP
(+)-PHORBOXAZOLE-A
ASYMMETRIC-SYNTHESIS
MARINE SPONGE
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Summary:The configurations of phorboxazole model compounds 4a and 4b were assigned as (33 R,35 S,37 S,38 S) and (33 R,35 S,37 S,38 R), respectively, by analysis of exciton coupling in the corresponding 2-naphthoate esters. Spectroscopic comparisons with phorboxazoles A and B provides independent proof of the 38 R absolute configuration of these natural products . Graphic
ISSN:0957-4166
1362-511X
DOI:10.1016/S0957-4166(02)00234-3