Asymmetric alkylations of a sultam-derived glycinate equivalent: practical preparation of enantiomerically pure α-amino acids

Von Oppolzer, Wolfgang; Moretti, Robert; Thomi, Silvia Béatrice

doi:10.1016/S0040-4039(01)93840-7

Scientific article

Letter

English

Asymmetric alkylations of a sultam-derived glycinate equivalent: practical preparation of enantiomerically pure α-amino acids

ContributorsVon Oppolzer, Wolfgang; Moretti, Robert; Thomi, Silvia Béatrice

Published inTetrahedron Letters, vol. 30, no. 44, p. 6009-6010

Publication date1989

Abstract

Deprotonation/alkylation of sultam-derived N-[bis(methyl)thiomethylene]glycinate equivalent 3 gave crystalline products 5 which on mild hydrolysis furnished α-amino acids 7 (~100% e.e.) in high overall yield. Deprotonation/alkylation/mild hydrolysis 3→5→7 gave α-amino acids 7 (100% e.e) in high overall yield.

Affiliation entities

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

Citation (ISO format)

VON OPPOLZER, Wolfgang, MORETTI, Robert, THOMI, Silvia Béatrice. Asymmetric alkylations of a sultam-derived glycinate equivalent: practical preparation of enantiomerically pure α-amino acids. In: Tetrahedron Letters, 1989, vol. 30, n° 44, p. 6009–6010. doi: 10.1016/S0040-4039(01)93840-7

Article (Published version)

Identifiers

PID : unige:152728
DOI : 10.1016/S0040-4039(01)93840-7

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403901938407

Journal ISSN0040-4039

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Asymmetric alkylations of a sultam-derived glycinate equivalent: practical preparation of enantiomerically pure α-amino acids

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