40056-18-6Relevant articles and documents
Chiral Pyridoxal-Catalyzed Asymmetric Biomimetic Transamination of α-Keto Acids
Shi, Limin,Tao, Chuangan,Yang, Qin,Liu, Yong Ethan,Chen, Jing,Chen, Jianfeng,Tian, Jiaxin,Liu, Feng,Li, Bo,Du, Yongling,Zhao, Baoguo
, p. 5784 - 5787 (2015/12/11)
A series of chiral pyridoxals 8 and 9 have been developed from commercially available pyridoxine and (S)-α,α-diarylprolinols. The pyridoxals exhibited good catalytic activity in an asymmetric transamination of α-keto acids with 2,2-diphenylglycine (7f) as the amine source to give various α-amino acids in 29-85% yields with 53-80% ee's. The current asymmetric transamination has successfully mimicked a complete biological transamination process characterized by two half-transaminations, a small chiral pyridoxal molecule acting as the catalyst, and enantioselective control.
Conjugate additions of organocuprates to a 3-methylene-6-isopropyldiketopiperazine acceptor for the asymmetric synthesis of homochiral α-amino acids
Bull,Davies,Garner,O'Shea
, p. 3281 - 3287 (2007/10/03)
Addition of a range of organocuprates to (S)-N,N′-bis(p-methoxybenzyl)-3-methylene-6-isopropylpiperazine-2, 5-dione 8 affords cis-3-isopropyl-6-alkyldiketopiperazines in excellent yield and >95% de. Subsequent deprotection and hydrolysis of these cis-3-isopropyl-6-alkyldiketopiperazines affords homochiral (S)-α-amino acids in excellent yield.
The stereospecific preparation of a hydroxyethylene isostere precursor via a novel piperidine-2,5-dione template
Plata,Leanna,Morton
, p. 3623 - 3626 (2007/10/02)
Hydroxyethylene isostere precursor 2 was synthesized by stereochemical manipulation of a novel ketolactam 'template'. The final product was prepared in very high enantiomeric purity, in 23% overall yield from L-phenylalanine.
