Asymmetric halogenation of camphor-10-sulfonic acid derived esters: an efficient new route to enantiomerically pure halohydrins and epoxides

Von Oppolzer, Wolfgang; Dudfield, Philip John

doi:10.1016/S0040-4039(01)80847-9

Scientific article

English

Asymmetric halogenation of camphor-10-sulfonic acid derived esters: an efficient new route to enantiomerically pure halohydrins and epoxides

ContributorsVon Oppolzer, Wolfgang; Dudfield, Philip John

Published inTetrahedron letters, vol. 26, no. 41, p. 5037-5040

Publication date1985

Abstract

Successive treatment of chiral esters 1 with LDA/Me₃SiCl and NBS or NCS gave crystalline α-haloesters 3 which furnished halohydrins 4 and terminal epoxides 5 in high e.e..

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

VON OPPOLZER, Wolfgang, DUDFIELD, Philip John. Asymmetric halogenation of camphor-10-sulfonic acid derived esters: an efficient new route to enantiomerically pure halohydrins and epoxides. In: Tetrahedron letters, 1985, vol. 26, n° 41, p. 5037–5040. doi: 10.1016/S0040-4039(01)80847-9

Article (Published version)

Identifiers

PID : unige:167777
DOI : 10.1016/S0040-4039(01)80847-9

Commercial URLhttps://linkinghub.elsevier.com/retrieve/pii/S0040403901808479

Journal ISSN0040-4039

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Asymmetric halogenation of camphor-10-sulfonic acid derived esters: an efficient new route to enantiomerically pure halohydrins and epoxides

Successive treatment of chiral esters 1 with LDA/Me3SiCl and NBS or NCS gave crystalline α-haloesters 3 which furnished halohydrins 4 and terminal epoxides 5 in high e.e..

Technical informations

Successive treatment of chiral esters 1 with LDA/Me₃SiCl and NBS or NCS gave crystalline α-haloesters 3 which furnished halohydrins 4 and terminal epoxides 5 in high e.e..