TY - JOUR
T1 - A new approach to N-methylaspartic, N-methylglutamic, and N-methyl-α- aminoadipic acid derivatives
AU - Burger, Klaus
AU - Spengler, Jan
PY - 2000/1
Y1 - 2000/1
N2 - N-Methylaspartic acid derivatives and its homologues are obtained by a stereoconservative one-pot procedure from hexafluoroacetone-protected aspartic and glutamic acid, 2a and 2b, respectively, α-Aminoadipic acid (5c) and its derivative 6c are accessible from the corresponding glutamic acid derivative 9b by a Wolff rearrangement. A variety of homochiral N-methylamino acids, 5 and 12, and their derivatives, 6 and 8-11, become readily available by the new synthetic concept.
AB - N-Methylaspartic acid derivatives and its homologues are obtained by a stereoconservative one-pot procedure from hexafluoroacetone-protected aspartic and glutamic acid, 2a and 2b, respectively, α-Aminoadipic acid (5c) and its derivative 6c are accessible from the corresponding glutamic acid derivative 9b by a Wolff rearrangement. A variety of homochiral N-methylamino acids, 5 and 12, and their derivatives, 6 and 8-11, become readily available by the new synthetic concept.
KW - Hexafluoroacetone
KW - N-Methyl- α-aminoadipic acid
KW - N-Methylaspartic acid
KW - N-Methylglutamic acid
KW - N-Methylthiazol-4-yl-α-amino acids
UR - http://www.scopus.com/inward/record.url?scp=0033986186&partnerID=8YFLogxK
U2 - 10.1002/(SICI)1099-0690(200001)2000:1<199::AID-EJOC199>3.0.CO;2-8
DO - 10.1002/(SICI)1099-0690(200001)2000:1<199::AID-EJOC199>3.0.CO;2-8
M3 - Artículo
AN - SCOPUS:0033986186
SN - 1434-193X
SP - 199
EP - 204
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
IS - 1
ER -