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A New Approach to N ‐Methylaspartic, N ‐Methylglutamic, and N ‐Methyl‐α‐aminoadipic Acid Derivatives
Author(s) -
Burger Klaus,
Spengler Jan
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(200001)2000:1<199::aid-ejoc199>3.0.co;2-8
Subject(s) - chemistry , hexafluoroacetone , ton , derivative (finance) , glutamic acid , aspartic acid , stereochemistry , amino acid , organic chemistry , biochemistry , financial economics , economics , fishery , biology
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.