A simple and efficient diastereoselective Strecker synthesis of optically pure α-arylglycines
RH Dave, BD Hosangadi
Index: Dave, Rajesh H.; Hosangadi, Bhaskar D. Tetrahedron, 1999 , vol. 55, # 37 p. 11295 - 11308
Full Text: HTML
Citation Number: 26
Abstract
A simple and economical method for the synthesis of highly functionalised α-amino nitriles, precursors to α-arylglycines with high optical purity is reported. For this purpose,(R) or (S)-2- amino-2-phenylethanol were used as chiral auxiliaries in a 1, 3 Strecker reaction. Reactions were studied with a broad range of reagent systems for the generation of cyano nucleophile. Methodology has been extended for the synthesis of (S)-α-(2-iodo-5-nitrophenyl) glycine,( ...
Related Articles:
[Matano, Yoshihiro; Nomura, Hazumi Angewandte Chemie - International Edition, 2002 , vol. 41, # 16 p. 3028 - 3031]
[Quattropani, Anna; Dorbais, Jerome; Covini, David; Pittet, Pierre-Andre; Colovray, Veronique; Thomas, Russell J.; Coxhead, Richard; Halazy, Serge; Scheer, Alexander; Missotten, Marc; Ayala, Guidon; Bradshaw, Charles; De Raemy-Schenk, Anne-Marie; Nichols, Anthony; Cirillo, Rocco; Tos, Enrico Gillio; Giachetti, Claudio; Golzio, Lucia; Marinelli, Paolo; Church, Dennis J.; Barberis, Claude; Chollet, Andre; Schwarz, Matthias K. Journal of Medicinal Chemistry, 2005 , vol. 48, # 24 p. 7882 - 7905]
[Quattropani, Anna; Dorbais, Jerome; Covini, David; Pittet, Pierre-Andre; Colovray, Veronique; Thomas, Russell J.; Coxhead, Richard; Halazy, Serge; Scheer, Alexander; Missotten, Marc; Ayala, Guidon; Bradshaw, Charles; De Raemy-Schenk, Anne-Marie; Nichols, Anthony; Cirillo, Rocco; Tos, Enrico Gillio; Giachetti, Claudio; Golzio, Lucia; Marinelli, Paolo; Church, Dennis J.; Barberis, Claude; Chollet, Andre; Schwarz, Matthias K. Journal of Medicinal Chemistry, 2005 , vol. 48, # 24 p. 7882 - 7905]
[Quattropani, Anna; Dorbais, Jerome; Covini, David; Pittet, Pierre-Andre; Colovray, Veronique; Thomas, Russell J.; Coxhead, Richard; Halazy, Serge; Scheer, Alexander; Missotten, Marc; Ayala, Guidon; Bradshaw, Charles; De Raemy-Schenk, Anne-Marie; Nichols, Anthony; Cirillo, Rocco; Tos, Enrico Gillio; Giachetti, Claudio; Golzio, Lucia; Marinelli, Paolo; Church, Dennis J.; Barberis, Claude; Chollet, Andre; Schwarz, Matthias K. Journal of Medicinal Chemistry, 2005 , vol. 48, # 24 p. 7882 - 7905]
[Ahmad, Kartini; Thomas, Noel F.; Mukhtar, Mat Ropi; Noorbatcha, Ibrahim; Faizal Weber, Jean-Frederic; Nafiah, Mohd Azlan; Velu, Saraswati S.; Takeya, Koichi; Morita, Hiroshi; Lim, Chuan-Gee; Hadi, A. Hamid A.; Awang, Khalijah Tetrahedron, 2009 , vol. 65, # 7 p. 1504 - 1516]