✦ LIBER ✦

Study of chiral β-enaminones prepared from pyrrolidine, cytisine, salsoline and 2-amino-1-(4-nitrophenyl)propane-1,3-diol: resolution of salsoline via diastereomeric modified carane-type β-enaminones

✍ Scribed by Sergey A. Popov; Yuri V. Gatilov; Tatjana V. Rybalova; Alexey V. Tkachev

Book ID: 104359574
Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 244 KB
Volume: 14
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(02)00781-4

No coin nor oath required. For personal study only.

✦ Synopsis

A series of novel optically active b-enaminones have been prepared regio-and stereoselectively from primary and secondary amines (pyrrolidine, cytisine salsoline and 2-amino-1-(4-nitrophenyl)propane-1,3-diol) and (+)-3-carene-derived bchlorovinylketone. Resolution of the isoquinoline alkaloid salsoline has been demonstrated as well as isolation of a single diastereomeric adduct from racemic 2-amino-1-(4-nitrophenyl)propane-1,3-diol.