Use of a racemic derivatizing agent for measurement of enantiomeric excess by circular dichroism spectroscopy

Tetsutaro Hattori; Yuji Minato; Sulan Yao; M. G. Finn; Sotaro Miyano

doi:10.1016/S0040-4039(01)01707-5

Use of a racemic derivatizing agent for measurement of enantiomeric excess by circular dichroism spectroscopy

Tetsutaro Hattori, Yuji Minato, Sulan Yao, M. G. Finn, Sotaro Miyano

ENG - Biomolecular Engineering

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

25 Citations (Scopus)

Abstract

Enantiomeric excesses of several alcohols and an amine have been determined by derivatization with racemic 2′-methoxy-1,1′-binaphthyl-2-carbonyl chloride rac-1, with no requirement for kinetic resolution in the acylation step. The necessary information is provided instead by CD and UV spectra of the derived esters and amides, the chiral signal being dominated by the binaphthyl component.

Original language	English
Pages (from-to)	8015-8018
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	45
DOIs	https://doi.org/10.1016/S0040-4039(01)01707-5
Publication status	Published - 2001 Nov 5

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)01707-5

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title = "Use of a racemic derivatizing agent for measurement of enantiomeric excess by circular dichroism spectroscopy",

abstract = "Enantiomeric excesses of several alcohols and an amine have been determined by derivatization with racemic 2′-methoxy-1,1′-binaphthyl-2-carbonyl chloride rac-1, with no requirement for kinetic resolution in the acylation step. The necessary information is provided instead by CD and UV spectra of the derived esters and amides, the chiral signal being dominated by the binaphthyl component.",

author = "Tetsutaro Hattori and Yuji Minato and Sulan Yao and Finn, {M. G.} and Sotaro Miyano",

note = "Funding Information: This work was partly supported by grants from the Ministry of Education, Science and Culture, Japan (No. 10208202 and 10555318), and The Skaggs Institute for Chemical Biology.",

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T1 - Use of a racemic derivatizing agent for measurement of enantiomeric excess by circular dichroism spectroscopy

AU - Hattori, Tetsutaro

AU - Minato, Yuji

AU - Yao, Sulan

AU - Finn, M. G.

AU - Miyano, Sotaro

N1 - Funding Information: This work was partly supported by grants from the Ministry of Education, Science and Culture, Japan (No. 10208202 and 10555318), and The Skaggs Institute for Chemical Biology.

PY - 2001/11/5

Y1 - 2001/11/5

N2 - Enantiomeric excesses of several alcohols and an amine have been determined by derivatization with racemic 2′-methoxy-1,1′-binaphthyl-2-carbonyl chloride rac-1, with no requirement for kinetic resolution in the acylation step. The necessary information is provided instead by CD and UV spectra of the derived esters and amides, the chiral signal being dominated by the binaphthyl component.

AB - Enantiomeric excesses of several alcohols and an amine have been determined by derivatization with racemic 2′-methoxy-1,1′-binaphthyl-2-carbonyl chloride rac-1, with no requirement for kinetic resolution in the acylation step. The necessary information is provided instead by CD and UV spectra of the derived esters and amides, the chiral signal being dominated by the binaphthyl component.

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SP - 8015

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 45

ER -

Use of a racemic derivatizing agent for measurement of enantiomeric excess by circular dichroism spectroscopy

Abstract

ASJC Scopus subject areas

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