Stereoselective synthesis and stereochemistry of seven isomeric spiroacetal structures based on the C17-C28 fragment (CD rings) of spongistatin 1

Jacobs, Mark F., Glenn, Matthew P., McGrath, Matthew J., Zhang, Hesheng, Brereton, Ian and Kitching, William (2001) Stereoselective synthesis and stereochemistry of seven isomeric spiroacetal structures based on the C17-C28 fragment (CD rings) of spongistatin 1. Arkivoc, 2001 vii: 114-137. doi:10.3998/ark.5550190.0002.710


Author Jacobs, Mark F.
Glenn, Matthew P.
McGrath, Matthew J.
Zhang, Hesheng
Brereton, Ian
Kitching, William
Title Stereoselective synthesis and stereochemistry of seven isomeric spiroacetal structures based on the C17-C28 fragment (CD rings) of spongistatin 1
Journal name Arkivoc   Check publisher's open access policy
ISSN 1551-7004
1551-7012
1424-6367
Publication date 2001-10-22
Sub-type Article (original research)
DOI 10.3998/ark.5550190.0002.710
Open Access Status DOI
Volume 2001
Issue vii
Start page 114
End page 137
Total pages 24
Place of publication Gainesville, FL, USA
Publisher Arkat USA
Collection year 2001
Language eng
Subject CX
250301 Organic Chemical Synthesis
780103 Chemical sciences
Formatted abstract
Brown allylation methodology has been employed to provide seven of the eight possible isomers of the (ZE)(EZ) spiroacetal system representing the CD ring fragment (C17–C28) of spongistatin 1. The stereochemistry of the isomers follows from high–field NMR examinations which furnish insights into the trends in the NMR data for these ketal structures.
Keyword Stereoselective synthesis
Spiroacetal
Spongistatin
High-field nuclear magnetic resonance
Q-Index Code CX
Q-Index Status Provisional Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collection: Centre for Advanced Imaging Publications
 
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Created: Wed, 15 Aug 2007, 01:38:08 EST