TY - JOUR
T1 - Efficient preparation of aminoxyacyl amides, aminoxy hybrid peptides, and α-aminoxy peptides
AU - Katritzky, Alan R.
AU - Avan, Ilker
AU - Tala, Srinivasa R.
PY - 2009/11/20
Y1 - 2009/11/20
N2 - (Chemical Equation Presented) N-(Pg-α-aminoxy acids) 1a-g are converted to N-(Pg-α-aminoxyacyl)benzotriazoles 2a-g, which react under mild conditions with amines, α-amino acids/α-dipeptides, and α-aminoxy acids to give aminoxyacyl amides 3a-g, (3e+3e′), and (3g+3g′), aminoxy hybrid peptides 4a-h, (4a+4a′), 6a-d, 9a-e, (9a+9a′), and (9b+9b′), and α-aminoxy peptides 10a,b in good yields without racemization.
AB - (Chemical Equation Presented) N-(Pg-α-aminoxy acids) 1a-g are converted to N-(Pg-α-aminoxyacyl)benzotriazoles 2a-g, which react under mild conditions with amines, α-amino acids/α-dipeptides, and α-aminoxy acids to give aminoxyacyl amides 3a-g, (3e+3e′), and (3g+3g′), aminoxy hybrid peptides 4a-h, (4a+4a′), 6a-d, 9a-e, (9a+9a′), and (9b+9b′), and α-aminoxy peptides 10a,b in good yields without racemization.
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U2 - 10.1021/jo901612j
DO - 10.1021/jo901612j
M3 - Article
C2 - 19831362
AN - SCOPUS:70449632692
SN - 0022-3263
VL - 74
SP - 8690
EP - 8694
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 22
ER -