[reaction: see text] Aldimines 2 underwent Morita-Baylis-Hillman reaction with 1-(p-toluenesulfonyl)-1,3-butadiene (3) in the presence of 3-hydroxyquinuclidine (HQD) to afford adducts 4. The E-isomers of the products cyclized to the corresponding functionalized piperidines 8 under base-catalyzed conditions. Simultaneous equilibration of (E)-4 and (Z)-4 was effected by photoisomerization to improve the efficiency of the cyclization.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/ol050658n | DOI Listing |
Publication Analysis
Top Keywords
morita-baylis-hillman reaction
8
reaction cyclization
4
cyclization 1-p-toluenesulfonyl-13-butadiene
4
1-p-toluenesulfonyl-13-butadiene aldimines
4
aldimines [reaction
4
[reaction text]
4
text] aldimines
4
aldimines underwent
4
underwent morita-baylis-hillman
4
reaction 1-p-toluenesulfonyl-13-butadiene
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!