A stereocontrolled synthesis of δ-trans-tocotrienoloic acid

David J. Maloney; Sidney M. Hecht

doi:10.1021/ol051849t

A stereocontrolled synthesis of δ-trans-tocotrienoloic acid

David J. Maloney, Sidney M. Hecht

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

41 Scopus citations

Abstract

(Chemical Equation Presented) A consise stereoselective total synthesis of a naturally occurring polymerase β inhibitor, δ-trans-tocotrienoloic acid (2), is described. The key step in the synthesis is an acid-catalyzed cyclodehydration reaction. Additionally, this report corrects a previously reported structural assignment, defines the absolute stereochemistry of 2, and defines key structural requirements for polymerase β inhibition.

Original language	English (US)
Pages (from-to)	4297-4300
Number of pages	4
Journal	Organic Letters
Volume	7
Issue number	19
DOIs	https://doi.org/10.1021/ol051849t
State	Published - Sep 15 2005
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol051849t

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abstract = "(Chemical Equation Presented) A consise stereoselective total synthesis of a naturally occurring polymerase β inhibitor, δ-trans-tocotrienoloic acid (2), is described. The key step in the synthesis is an acid-catalyzed cyclodehydration reaction. Additionally, this report corrects a previously reported structural assignment, defines the absolute stereochemistry of 2, and defines key structural requirements for polymerase β inhibition.",

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AB - (Chemical Equation Presented) A consise stereoselective total synthesis of a naturally occurring polymerase β inhibitor, δ-trans-tocotrienoloic acid (2), is described. The key step in the synthesis is an acid-catalyzed cyclodehydration reaction. Additionally, this report corrects a previously reported structural assignment, defines the absolute stereochemistry of 2, and defines key structural requirements for polymerase β inhibition.

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A stereocontrolled synthesis of δ-trans-tocotrienoloic acid

Abstract

ASJC Scopus subject areas

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