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

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

Journal

Tetrahedron Asymmetry
ISSN: 0957-4166

Output data

Year: 2003, Volume: 14, Number: 2, Article number : PII S0957-4166(02)00781-4, Pages count : DOI: 10.1016/S0957-4166(02)00781-4

Authors

Popov SA , Gatilov YV , Rybalova TV , Tkachev AV

Affiliations

1	(Данные Web of science) NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia

A series of novel optically active beta-enaminones have been prepared regio- and stereoselectively from primary and secondary amines (pyrrolidine, cytisine salsoline and 2-amino-l-(4-nitrophenyl)propane-1,3-diol) and (+)-3-carene-derived beta-chlorovinyl ketone. 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. (C) 2003 Elsevier Science Ltd. All rights reserved.

Popov S. , Gatilov Y. , Rybalova T. , Tkachev A.
Study of chiral beta-enaminones prepared from pyrrolidine, cytisine, salsoline and 2-amino-1-(4-nitrophenyl)propane-1,3-diol: resolution of salsoline via diastereomeric modified carane-type beta-enaminones
Tetrahedron Asymmetry. 2003. V.14. N2. PII S0957-4166(02)00781-4 . DOI: 10.1016/S0957-4166(02)00781-4 WOS Scopus

Published print:

Jan 1, 2003

Web of science	WOS:000180696700011
Scopus	2-s2.0-0037449685
OpenAlex	W2001101863