Abstract
An efficient diastereoselective synthesis of α-dienyl-β-lactams via [2+2] cycloadditions of imines with butadienyl ketene is reported. The dienyl functionality of α-dienyl-β-lactams was then exploited in Diels-Alder reactions with N-phenylmaleimide (NPM), diethyl fumarate (DEF), ethyl acrylate (EA), 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) and stereochemical aspects of their Diels-Alder adducts are reported.
Original language | English (US) |
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Pages (from-to) | 603-619 |
Number of pages | 17 |
Journal | Heterocycles |
Volume | 52 |
Issue number | 2 |
DOIs | |
State | Published - Feb 1 2000 |
All Science Journal Classification (ASJC) codes
- Analytical Chemistry
- Pharmacology
- Organic Chemistry