N‐Boc‐Protected α‐Amino Acids by 1,3‐Migratory Nitrene C(sp3)−H Insertion

• Published in: European journal of organic chemistry Vol. 26; no. 26
• Main Authors: Zhou, Bing, Ye, Chen‐Xi, Meggers, Eric
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 08.07.2023; Wiley Subscription Services, Inc
• Subjects: amination; Amino acids; asymmetric catalysis; Carboxylic acids; Chemical synthesis; Chemistry; Chemistry, Organic; Deuteration; iron; Nitrogen; nitrogen migration; Physical Sciences; rearrangement; Science & Technology; nitrogen migration; PEPTIDES; ANALOGS; amino acids; iron; amination; asymmetric catalysis; CATALYTIC ASYMMETRIC-SYNTHESIS; rearrangement; ANTAMANIDE; C-H

N‐Boc‐protected α‐amino acids are synthesized in two steps from linear or branched carboxylic acid feedstocks. In the first step, the carboxylic acid is coupled with tert‐butyl aminocarbonate (BocNHOH) to generate azanyl ester (acyloxycarbamate) RCO2NHBoc. In the second step, this azanyl ester under...