Highly Diastereoselective Methylation of Five-Ring N,O-Acetals

Martin Brunner; Thomas Straub; Pauli Saarenketo; Kari Rissanen; Ari M. P. Koskinen

doi:10.2174/1570178043400929

ISSN: 1570-1786
E-ISSN: 1875-6255

Highly Diastereoselective Methylation of Five-Ring N,O-Acetals
Authors: Martin Brunner¹, Thomas Straub², Pauli Saarenketo³, Kari Rissanen⁴ and Ari M. P. Koskinen⁵
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¹ Laboratory of Organic Chemistry, Helsinki University of Technology, P.O. Box 6100, FIN - 02150 Espoo, Finland ² Laboratory of Organic Chemistry, Helsinki University of Technology, P.O. Box 6100, FIN - 02150 Espoo, Finland ³ Laboratory of Organic Chemistry, Helsinki University of Technology, P.O. Box 6100, FIN - 02150 Espoo, Finland ⁴ Laboratory of Organic Chemistry, Helsinki University of Technology, P.O. Box 6100, FIN - 02150 Espoo, Finland ⁵ Laboratory of Organic Chemistry, Helsinki University of Technology, P.O. Box 6100, FIN - 02150 Espoo, Finland
Source: Letters in Organic Chemistry, Volume 1, Issue 3, Jul 2004, p. 268 - 270
DOI: https://doi.org/10.2174/1570178043400929
- Available online: 01 Jul 2004

Abstract

Highly diastereoselective methylation of (2S,4S)- and (2R,4S)-3-tert-butyl 4-methyl 2-tertbutyloxazolidine- 3,4-dicarboxylate (1a / b) is reported. The relative and absolute configuration of the methylated products was assigned by NOESY and confirmed by a crystal structure of 1a.

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2004-07-01

2025-06-18

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Article Type: Review Article

Keyword(s): alkylation; amino acids; diastereoselectivity

Highly Diastereoselective Methylation of Five-Ring N,O-Acetals

Abstract

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