117049-11-3Relevant articles and documents
The asymmetric synthesis of α-amino acids via the addition of grignard reagents to imine derivatives
Hamon, David P. G.,Massy-Westropp, Ralph A.,Razzino, Pasquale
, p. 5163 - 5178 (2007/10/02)
The ester-8-phenylmenthyl N-Boc-glycinate 5a, undergoes free radical bromination by N-bromosuccinimide to give 8-phenylmenthyl N-Boc-bromoglycinate 8. Treatment of the bromide 8 with a variety of Grignard reagents at low temperature gave 8-phenylmenthyl (S-N-Boc-2-alkylgrycinates with high diastereoselectivity. Conditions were found for the hydrolysis of these derivatives with no racemization of the resultant amino acid.