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HERO ID
7442044
Reference Type
Journal Article
Title
A MODEL STUDY ON THE SYNTHESIS OF THE MARINE HEPATOTOXIN CYLINDROSPERMOPSIN
Author(s)
Heintzelman, GR; Parvez, M; Weinreb, SM
Year
1993
Is Peer Reviewed?
1
Journal
Synlett
ISSN:
0936-5214
EISSN:
1437-2096
Publisher
Georg Thieme Verlag
Location
STUTTGART
Volume
1993
Issue
8
Page Numbers
551-552
Language
English
DOI
10.1055/s-1993-22524
Web of Science Id
WOS:A1993LU13800003
Abstract
Model diene urea 7 has been converted to the corresponding N-sulfinyl urea 11, which undergoes stereoselective intramolecular hetero [4+2|-cycloaddition to afford dihydrothiazine oxide adduct 12. Treatment of 12 with PhMgBr, followed by stereospecific (2,3]-sigmatropic rearrangement, yields 14 which has the AB ring system and C-7,8 and 10 configuration of cyclindrospermopsin (1). © 1993 Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved.
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Cylindrospermopsin
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