STUDIES TOWARDS A NEW ONE-POT HETEROCYCLIZATION - BU(T)OK-PROMOTED OXA-MICHAEL AND AZA-MICHAEL ADDITION-INTRAMOLECULAR CARBOCYCLIZATION OF PROP-2-YNYL ALCOHOLS AND AMINES WITH ALPHA,BETA-DISUBSTITUTED NITROALKENES

Authors
DUMEZ E RODRIGUEZ J DULCERE JP
Citation
E. Dumez et al., STUDIES TOWARDS A NEW ONE-POT HETEROCYCLIZATION - BU(T)OK-PROMOTED OXA-MICHAEL AND AZA-MICHAEL ADDITION-INTRAMOLECULAR CARBOCYCLIZATION OF PROP-2-YNYL ALCOHOLS AND AMINES WITH ALPHA,BETA-DISUBSTITUTED NITROALKENES, Chemical communications, (19), 1997, pp. 1831-1832
Citations number
31
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
19
Year of publication
1997
Pages
1831 - 1832
Database
ISI
SICI code
1359-7345(1997):19<1831:STANOH>2.0.ZU;2-B
Abstract
(BuOK)-O-t-promoted reaction of prop-2-ynyl alcohols 5 or N-methylprop -2-ynylamine 12 with nitroalkenes 1-4 affords 3-methylenetetrahydrofur ans 6-9 and 3,4-dihydropyrans 10 and 11 or 3-methylenepyrrolidines 13- 16, respectively, in moderate to good yields, with total allylic 1,3-s train-controlled diastereoselectivity.