101137-66-0Relevant articles and documents
Both enantiomers of N-Boc-indoline-2-carboxylic esters
Kurokawa, Masayuki,Sugai, Takeshi
, p. 1021 - 1025 (2007/10/03)
An immobilized form of Candida antarctica lipase (Chirazyme L-2) catalyzed enantioselective hydrolysis (E > 1000) of N-Boc-indoline-2-carboxylic acid methyl ester. The reaction proceeded efficiently at 60 °C, a temperature over the melting point of substrate, in the conversion of 49.9% to provide the hydrolyzed product, (S)-carboxylic acid with >99.9% ee and the unreacted (R)-ester with 99.6% ee. A newly developed expeditious route to the racemic substrate (a total of six steps, 60% yield), starting from aniline and ethyl α-methylacetoacetate, established the scalable chemoenzymatic synthesis of the desired compounds in both enantiomerically pure forms.
Reaction of Silyl Enol Ethers with Arenediazonium Salts. Part 2. α-Amination of Esters
Sakakura, Toshiyasu,Hara, Masayasu,Tanaka, Masato
, p. 289 - 294 (2007/10/02)
Diazonium salts efficiently serve as electrophilic aminating reagents of esters.The reaction of arenediazonium tetrafluoroborates with ketene silyl ketals yielded α-azo or α-hydrazono esters in good to excellent yields under very mild conditions.Hydrogenation of those esters gave α-amino esters quantitatively.
Reaction of Ketene Silyl Acetals with Diazonium Salts: a Novel α-Amino Acid Ester Synthesis
Sakakura, Toshiyasu,Tanaka, Masato
, p. 1309 - 1310 (2007/10/02)
The reaction of ketene silyl acetals with arenediazonium tetrafluoroborate gave α-hydrazono and α-azo esters, which were easily hydrogenated to α-amino esters.
