Asymmetric induction in [1+4] cycloadditions of vinyl isocyanates with chiral nucleophilic carbenes

Authors
Rigby, JH Cavezza, A Heeg, MJ
Citation
Jh. Rigby et al., Asymmetric induction in [1+4] cycloadditions of vinyl isocyanates with chiral nucleophilic carbenes, TETRAHEDR L, 40(13), 1999, pp. 2473-2476
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
13
Year of publication
1999
Pages
2473 - 2476
Database
ISI
SICI code
0040-4039(19990326)40:13<2473:AII[CO>2.0.ZU;2-A
Abstract
Several chirally-modified nucleophilic carbenes afford useful levels of asy mmetric induction during [1+4] cycloaddition with vinyl isocyanate reaction partners. Carbenes derived from the 1,2-aminoalcohols (1R,2S)-ephedrine an d (1R,2S)-methylaminoindanol proved to be the most effective for delivering high levels of asymmetric induction. (C) 1999 Elsevier Science Ltd. All ri ghts reserved.