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Asymmetric synthesesvia 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

✍ Scribed by Schöllkopf, Ulrich ;Busse, Ulrich ;Lonsky, Ralph ;Hinrichs, Rolf


Publisher
John Wiley and Sons
Year
1986
Tongue
English
Weight
866 KB
Volume
1986
Category
Article
ISSN
0947-3440

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The titanium derivative 4a of the bislactim ether l a from cyclo-(L-Val-Gly) reacts with + m a t u r a t e d aldehydes 5 exclusively by 1.2-addition in a highly diastereowlective mode to give virtually only the (2R,l'S) diastereomers of type 6. Upon hydrolysis these furnish the methyl (2R,3S)-thrm-2