Configuration of the psymberin amide side chain

Sezgin Kiren; Lawrence J. Williams

doi:10.1021/ol0508375

Configuration of the psymberin amide side chain

Sezgin Kiren, Lawrence J. Williams

School of Arts and Sciences, Chemistry & Chemical Biology

Research output: Contribution to journal › Article › peer-review

38 Scopus citations

Abstract

(Chemical Equation Presented) The structure of the amide side chain of psymberin, a potent and selective cytotoxin, is proposed. Syn and anti models of the amide side chain were prepared, and the structural assignment was confirmed by X-ray crystallographic analysis of the anti isomer. Comparison of ¹H and ¹³C NMR data establishes homology between the natural product and the synthetic model compound of anti configuration and not the corresponding syn isomer.

Original language	English (US)
Pages (from-to)	2905-2908
Number of pages	4
Journal	Organic letters
Volume	7
Issue number	14
DOIs	https://doi.org/10.1021/ol0508375
State	Published - Jul 7 2005

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0508375

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abstract = "(Chemical Equation Presented) The structure of the amide side chain of psymberin, a potent and selective cytotoxin, is proposed. Syn and anti models of the amide side chain were prepared, and the structural assignment was confirmed by X-ray crystallographic analysis of the anti isomer. Comparison of 1H and 13C NMR data establishes homology between the natural product and the synthetic model compound of anti configuration and not the corresponding syn isomer.",

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AB - (Chemical Equation Presented) The structure of the amide side chain of psymberin, a potent and selective cytotoxin, is proposed. Syn and anti models of the amide side chain were prepared, and the structural assignment was confirmed by X-ray crystallographic analysis of the anti isomer. Comparison of 1H and 13C NMR data establishes homology between the natural product and the synthetic model compound of anti configuration and not the corresponding syn isomer.

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Configuration of the psymberin amide side chain

Abstract

All Science Journal Classification (ASJC) codes

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