Asymmetric halogenation of chiral imide enolates. A general approach to the synthesis of enantiomerically pure α-amino acids.

Structure‐activity relationships of new agonists and antagonists of different metabotropic glutamate receptor subtypes

“…(RS)-3,4-Dicarboxyphenylalanine (3,4-DCPA) and (RS)-3-carboxy-4-chlorophenylalanine (3C4C1PA) were obtained by reaction of the sodium salt of diethyl acetamidomalonate with the appropriately substituted benzyl halides. (S)-6-Fluoro-3-hydroxyphenylglycine (6F3-HPG) and(S) 3,5 dihydroxyphenylglycine (3, were prepared from the appropriate phenylacetic acid derivatives by enantioselective synthesis using the method of Evans et al (1987 (Aramori & Nakanishi, 1992a, b;Tanabe et al, 1992;Nakajima et al, 1993). The agonist and antagonist activities of test compounds on mGluR, were determined by measuring total inositol phosphate (IP) formation as described previously (Aramori & Nakanishi, 1992b;Hayashi et al, 1992;.…”

Structure of N-benzyl-3-benzylidene-4-methyl-4-nitro-5-phenyl-2-pyrrolidinone

“…(+)-or (-)-3-phenylbutyric acid, the absolute configuration of which is known (Weidler & Bergson, 1964). Hence, determination of stereochemistry at the a-carbon will support models for asymmetric induction (Evans et al, 1987(Evans et al, , 1990. In the present case, since a o-chiral auxiliary was used, one would expect to obtain an R configuration at all of the three chiral centers in (3).…”

Bu2BOTf: A Powerful Tool in Stereoselective Synthesis

“…For example chiral bromides can be synthesised stereoselectively using N-bromosuccinimide as the electrophile source. 5 (E) The formation of boryl azaenolates proceeds smoothly, and they condense with various substituted benzaldehydes to yield β-hydroxy nitrile products. 6 For instance 2-ethylpyridine gives predominantly the 2,3-syn aldol product.…”