Optically Pure, Crystalline ‘Acetate'-Aldols from N-Acetylbornane-10,2-sultam

Von Oppolzer, Wolfgang; Starkemann, Christian

doi:10.1016/S0040-4039(00)92209-3

Scientific article

Letter

English

Optically Pure, Crystalline ‘Acetate'-Aldols from N-Acetylbornane-10,2-sultam

ContributorsVon Oppolzer, Wolfgang; Starkemann, Christian

Published inTetrahedron Letters, vol. 33, no. 18, p. 2439-2442

Publication date1992

Abstract

O-Silylation of N-acetylsultam 2 gives O-silyl-N,O-ketene acetal 3 which undergoes TiCl4 promoted addition to aromatic and aliphatic aldehydes to afford, after flash chromatography, diastereomerically pure, crystalline aldols 5 which are readily converted to enantiomerically pure β-hydroxy carboxylic acids or esters.

Affiliation entities

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

Citation (ISO format)

VON OPPOLZER, Wolfgang, STARKEMANN, Christian. Optically Pure, Crystalline ‘Acetate”-Aldols from N-Acetylbornane-10,2-sultam. In: Tetrahedron Letters, 1992, vol. 33, n° 18, p. 2439–2442. doi: 10.1016/S0040-4039(00)92209-3

Article (Published version)

Identifiers

PID : unige:152219
DOI : 10.1016/S0040-4039(00)92209-3

Additional URL for this publicationhttps://linkinghub.elsevier.com/retrieve/pii/S0040403900922093

Journal ISSN0040-4039

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Optically Pure, Crystalline ‘Acetate'-Aldols from N-Acetylbornane-10,2-sultam

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