Nucleophilic substitution at the acetalic center of mandelate 1,3-dioxolan-4-ones using magnesio-copper reagents: Application to the synthesis of chiral secondary alcohols.

Bertrand Heckmann; Charles Mioskowski; Jurong Yu; J R Falck

doi:10.1016/S0040-4039(00)79132-5

Nucleophilic substitution at the acetalic center of mandelate 1,3-dioxolan-4-ones using magnesio-copper reagents: Application to the synthesis of chiral secondary alcohols.

Bertrand Heckmann, Charles Mioskowski, Jurong Yu, J R Falck

Biochemistry

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

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Abstract

Ethereal magnesio-copper reagents, in contrast to lithio-copper reagents, add stereoselectively to mandelic acid derived 1,3-dioxolan-4-ones to afford optically active secondary alcohols after removal of the chiral auxiliary.

Original language	English (US)
Pages (from-to)	5201-5204
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	36
DOIs	https://doi.org/10.1016/S0040-4039(00)79132-5
State	Published - Sep 1 1992

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Nucleophilic substitution at the acetalic center of mandelate 1,3-dioxolan-4-ones using magnesio-copper reagents: Application to the synthesis of chiral secondary alcohols.",

abstract = "Ethereal magnesio-copper reagents, in contrast to lithio-copper reagents, add stereoselectively to mandelic acid derived 1,3-dioxolan-4-ones to afford optically active secondary alcohols after removal of the chiral auxiliary.",

author = "Bertrand Heckmann and Charles Mioskowski and Jurong Yu and Falck, {J R}",

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T2 - Application to the synthesis of chiral secondary alcohols.

AU - Heckmann, Bertrand

AU - Mioskowski, Charles

AU - Yu, Jurong

AU - Falck, J R

PY - 1992/9/1

Y1 - 1992/9/1

N2 - Ethereal magnesio-copper reagents, in contrast to lithio-copper reagents, add stereoselectively to mandelic acid derived 1,3-dioxolan-4-ones to afford optically active secondary alcohols after removal of the chiral auxiliary.

AB - Ethereal magnesio-copper reagents, in contrast to lithio-copper reagents, add stereoselectively to mandelic acid derived 1,3-dioxolan-4-ones to afford optically active secondary alcohols after removal of the chiral auxiliary.

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JO - Tetrahedron Letters

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ER -

Nucleophilic substitution at the acetalic center of mandelate 1,3-dioxolan-4-ones using magnesio-copper reagents: Application to the synthesis of chiral secondary alcohols.

Abstract

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