Asymmetric syntheses via heterocyclic intermediates, XXXI. Asymmetric synthesis of various non‐proteinogenic amino acid methyl esters (functionalized in the carbon chain) and amino acids by the bislactim ether method
- 12 December 1986
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 1986 (12) , 2150-2163
- https://doi.org/10.1002/jlac.198619861209
Abstract
The lithiated bislactim ethers 5, 10, 12, and 23 were alkylated with a variety of alkylating agents 6 to give the alkylated bislactim ethers 7, 11, 13, and 24 with a high degree of asymmetric induction (up to 99%). Upon hydrolysis these furnished the optically active amino acid methyl esters of type 8, 14, or 25. Some of these amino acid esters were further hydrolyzed to yield the amino acids.Keywords
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