Preparation of (2,2-Dimethylhexahydrofuro[2,3-c]pyrrol-6-yl)methanol: A Conformationally Restricted Congener of Nonproteinogenic 3-Hydroxy-4-methylproline.

Autor: Jao, Edwin, Bogen, Stephane, Saksena, Anil K., Girijavallabhan, Viyyoor
Předmět:
Zdroj: Synthesis; Dec2003, Vol. 2003 Issue 17, p2643-2646, 4p
Abstrakt: Lactam 6 derived from (S)-pyroglutaminol was converted to a conformationally restricted congener of nonproteinogenic 3hydroxy-4-methylproline. Preparation of precursor 5b was achieved via a diastereoselective epoxidation followed by a regioselective opening of the oxirane ring. Iodine-mediated cyclization was used to assemble the ether moiety of 2. Key words: nonpeptidic; conformationally rigid; prolinol. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index