An efficient synthesis of the intrinsic fluorescent peptide labels, (S)- and (R)-(6,7-dimethoxy-4-coumaryl)alanines via asymmetric hydrogenations

Wei Wang; Hao Li

doi:10.1016/j.tetlet.2004.09.093

An efficient synthesis of the intrinsic fluorescent peptide labels, (S)- and (R)-(6,7-dimethoxy-4-coumaryl)alanines via asymmetric hydrogenations

Wei Wang
, Hao Li

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

24 Scopus citations

Abstract

The title compounds 1a,b are efficiently synthesized in high yields and with high enantioselectivity (>95% ee) by using a sequence in which the key step involves asymmetric hydrogenation of dehydroamino methyl ester 4 with Burk's DuPHOS-based Rh(I) catalysts.

Original language	English (US)
Pages (from-to)	8479-8481
Number of pages	3
Journal	Tetrahedron Letters
Volume	45
Issue number	46
DOIs	https://doi.org/10.1016/j.tetlet.2004.09.093
State	Published - Nov 8 2004
Externally published	Yes

Keywords

Asymmetric hydrogenation
Coumarin
DuPHOS
Fluorescent label

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2004.09.093

Cite this

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title = "An efficient synthesis of the intrinsic fluorescent peptide labels, (S)- and (R)-(6,7-dimethoxy-4-coumaryl)alanines via asymmetric hydrogenations",

abstract = "The title compounds 1a,b are efficiently synthesized in high yields and with high enantioselectivity (>95\% ee) by using a sequence in which the key step involves asymmetric hydrogenation of dehydroamino methyl ester 4 with Burk's DuPHOS-based Rh(I) catalysts.",

keywords = "Asymmetric hydrogenation, Coumarin, DuPHOS, Fluorescent label",

author = "Wei Wang and Hao Li",

year = "2004",

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AU - Wang, Wei

AU - Li, Hao

PY - 2004/11/8

Y1 - 2004/11/8

N2 - The title compounds 1a,b are efficiently synthesized in high yields and with high enantioselectivity (>95% ee) by using a sequence in which the key step involves asymmetric hydrogenation of dehydroamino methyl ester 4 with Burk's DuPHOS-based Rh(I) catalysts.

AB - The title compounds 1a,b are efficiently synthesized in high yields and with high enantioselectivity (>95% ee) by using a sequence in which the key step involves asymmetric hydrogenation of dehydroamino methyl ester 4 with Burk's DuPHOS-based Rh(I) catalysts.

KW - Asymmetric hydrogenation

KW - Coumarin

KW - DuPHOS

KW - Fluorescent label

UR - https://www.scopus.com/pages/publications/5644273934

UR - https://www.scopus.com/pages/publications/5644273934#tab=citedBy

U2 - 10.1016/j.tetlet.2004.09.093

DO - 10.1016/j.tetlet.2004.09.093

M3 - Article

AN - SCOPUS:5644273934

SN - 0040-4039

VL - 45

SP - 8479

EP - 8481

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 46

ER -

An efficient synthesis of the intrinsic fluorescent peptide labels, (S)- and (R)-(6,7-dimethoxy-4-coumaryl)alanines via asymmetric hydrogenations

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

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