Enantiopure tetrahydroisoquinolines via N-sulfinyl Pictet-Spengler reactions

Citation
C. Gremmen et al., Enantiopure tetrahydroisoquinolines via N-sulfinyl Pictet-Spengler reactions, TETRAHEDR L, 42(50), 2001, pp. 8885-8888
Citations number
31
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
50
Year of publication
2001
Pages
8885 - 8888
Database
ISI
SICI code
0040-4039(200112)42:50<8885:ETVNPR>2.0.ZU;2-0
Abstract
Asymmetric Pictet-Spengler reactions with (R)-N-p-tolylsulfinyl-3,4-dimetho xyphenylethyl amine proceeded with high diastereo selectivity. Starting fro m the commercially available (R)- and (S)-Andersen reagents a highly effici ent route to (+)- and (-)-salsolidine and related tetrahydroisoquinolines w as developed. (C) 2001 Elsevier Science Ltd. All rights reserved.