773143-72-9Relevant academic research and scientific papers
Total synthesis of (-)-2-epi-lentiginosine by use of chiral 5-hydroxy-1,5-dihydropyrrol-2-one as a building block
Muramatsu, Takayuki,Yamashita, Sho,Nakamura, Yumiko,Suzuki, Masahisa,Mase, Nobuyuki,Yoda, Hidemi,Takabe, Kunihiko
, p. 8956 - 8959 (2008/03/14)
We have developed a practical synthesis of the chiral lactam as a new chiral building block for alkaloid synthesis. Lipase-catalyzed kinetic resolution of hydroxylactam 8, followed by isolation-racemization of the chiral acetoxylactam 9 provided the optic
Asymmetric synthesis of 3,4-dihydroxyglutamic acids via enantioselective reduction of cyclic meso-imide
Oba, Makoto,Koguchi, Shinichi,Nishiyama, Kozaburo
, p. 8089 - 8092 (2007/10/03)
Stereoselective synthesis of (3S,4S)- and (3R,4R)-series of 3,4-dihydroxyglutamic acids was investigated. The key reaction in this synthesis is asymmetric reduction of meso-imide derived from meso-tartaric acid. Lewis acid-promoted cyanation of the obtained optically active lactam via the acyliminium intermediate followed by standard deprotection procedure afforded the desired 3,4-dihydroxyglutamic acids. Graphical abstract
