ENANTIOSELECTIVE SYNTHESIS OF CIS-2-OXAZOLINE-4-CARBOXYLATES BY LEWIS-ACID CATALYZED FORMAL [3-ALKOXYOXAZOLES WITH ALDEHYDES(2]CYCLOADDITION OF 5)

Authors
SUGA H IKAI K IBATA T
Citation
H. Suga et al., ENANTIOSELECTIVE SYNTHESIS OF CIS-2-OXAZOLINE-4-CARBOXYLATES BY LEWIS-ACID CATALYZED FORMAL [3-ALKOXYOXAZOLES WITH ALDEHYDES(2]CYCLOADDITION OF 5), Tetrahedron letters, 39(8), 1998, pp. 869-872
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
8
Year of publication
1998
Pages
869 - 872
Database
ISI
SICI code
0040-4039(1998)39:8<869:ESOCBL>2.0.ZU;2-A
Abstract
Formal [3 + 2] cycloaddition of 2-o-methoxyphenyl-5-methoxyoxazole wit h benzaldehyde, m- and p-substituted benzaldehydes in the presence of 30 mol% of (R)-methylaluminum beta-binaphthoxide, which was prepared f rom (R)-2,2'-dihydroxy-1,1'-dinaphthyl and 1.1-1.05 equiv. of trimethy laluminum, gave cis-2-oxazoline-4-carboxylates in high enantoselectivi ty. (C) 1998 Elsevier Science Ltd. All rights reserved.