Synthesis of 2,6-bis(4R-trialkylsiloxymethyloxazolinyl)pyridines and theiruse in catalytic asymmetric 1,3-dipolar cycloaddition reactions of nitrones and activated alkenes

Authors
Iwasa, S Tsushima, S Shimada, T Nishiyama, H
Citation
S. Iwasa et al., Synthesis of 2,6-bis(4R-trialkylsiloxymethyloxazolinyl)pyridines and theiruse in catalytic asymmetric 1,3-dipolar cycloaddition reactions of nitrones and activated alkenes, TETRAHEDR L, 42(38), 2001, pp. 6715-6717
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
38
Year of publication
2001
Pages
6715 - 6717
Database
ISI
SICI code
0040-4039(20010917)42:38<6715:SO2AT>2.0.ZU;2-6
Abstract
1,3-Dipolar cycloaddition reaction of aromatic nitrones with 3-alkenoyl-2-o xazolidinones in the presence of a chiral 2,6-bis(4R-trialkylsiloxymethylox azolinyl)pyridine/Ni(II) system proceeds smoothly with high enantioselectiv ity in up to 99% ee. (C) 2001 Elsevier Science Ltd. All rights reserved.