1482-98-0Relevant articles and documents
SYNTHESIS OF CYCLIC AMIDINES
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Page/Page column 6-7, (2011/08/04)
The invention relates to an innovative method for synthesis of cyclic amidines. The synthesis starts from a β-, γ- or δ-lactone which is twofold brominated. After esterification of the carboxyl function, the bromine atoms are nucleophilically substituted and the corresponding diamino compound is obtained. The ring closure to the cyclic amidine is accomplished subsequently by reaction with orthoester, imidate or thioimidate. Owing to interposing additional steps for recovery of the diamino compound in enantiomerically pure form, the enantiomers of the cyclic amidines can be stereoselectively synthesized.
Preparation of enantiopure 2-acylazetidines and their reactions with chloroformates
Ma, Sang-ho,Yoon, Doo Ha,Ha, Hyun-Joon,Lee, Won Koo
, p. 269 - 271 (2007/10/03)
Enantiopure 1-phenylethylazetidine-2-carboxylates and 2-acylazetidines were prepared and reacted with chloroformates to yield α-chloro-γ-amino butyric acid esters and ketones from ring opening reaction of azetidinium ion intermediate in a completely regio- and stereoselective manner.
The synthesis of unusual tetrahydropyrimidine amino acids
Jones,Crockett, Alan K.
, p. 7459 - 7462 (2007/10/02)
The synthesis of derivatives of 2-(1-an-aminoalkyl)-4-carboxy-3,4,5,6-tetrahydropyrimidines, unusual amino acids isolated from bacterial siderophores, is described, from condensation of N-protected amino acids imidates or thiomidates with 2,4-diaminobutyrylglycine methyl ester.
ENANTIOSELECTIVE SYNTHESIS OF OPTICALLY PURE NATURAL S(+) OR UNNATURAL R(-) DABA
Solladie-Cavallo, A.,Simon, M. C.
, p. 6011 - 6014 (2007/10/02)
After optimization of the reaction conditions, optically pure S(+) DABA is obtained in more than 80percent overall yield.A modell is proposed to explain the dependence of asymmetric induction on the nature of the counter ion (Li(1+), Mg(2+), Bu4N(1+)).