Enantioselective Synthesis of α-Amino Acids from 10-(Aminosulfonyl)-2-bornyl Esters and Di(tert-butyl) Azodicarboxylate

DOI: 10.1002/hlca.19860690819

Source and publish data:

Helvetica Chimica Acta p. 1923 - 1926 (1986)

Update date:2022-07-29

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Authors:

Oppolzer, Wolfgang

Moretti, Robert

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Article abstract of DOI:10.1002/hlca.19860690819

Successive treatment of chiral esters 1 with LiN(i-Pr)2/Me3SiCl and di(tert-butyl) azodicarboxylate/TiCl4/Ti(i-PrO)4 gave N,N'-di<(tert-butoxy)carbonyl>hydrazino esters 9 which on deacylation, hydrogenolysis, transesterification, and acidic hydrolysis furnished (2S)-α-amino acids 6 in high enantiomeric purity with efficient recovery of the auxiliary alcohol 7.

Full text of DOI:10.1002/hlca.19860690819

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Product name:<(1S,2R)-10-(N,N-dicyclohexylaminosulfonyl)born-2-yl> <(2S)-2-(N,N'-di-tert-butoxycarbonyl)>hydrazinopropionate

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