N-Acyliminium cyclizations via reversible 2-aza-cope rearrangements
โ Scribed by Hugo Ent; Henk de Koning; W.Nico Speckamp
- Book ID
- 104233306
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- French
- Weight
- 183 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
The existence of a reversible 2-aza-Cope rearrangement in cyclizations of N-acyliminium ions derived from I'-and 2'-vinyl-N-(3'-butenyl)-5-hydroxy-2-pyrrolidinones is established.
Substituent effects in the rearrangement of N-acyliminium ions of the 2-aza-1,5-hexadienyl type A have previously been described in reports from our laboratory' and the Hart group2.
๐ SIMILAR VOLUMES
A 2-aza-Cope rearrangement underlying the more typical reactions of N-acyl-Z-aza-\_I\_\_\_\_\_\_ 1,5-hexadienes has been detected using triethylsilane as an acyliminium ion trap. Hetero-Cope rearrangements have previously been reported for substituted 2-aza-1,5-hexadienes 1 and their iminium ion co
HCmH-ring closures of OH-lactams 7 possessing an ally1 substituted alkene function solely afford pyrrolizidines 8 and-2 in high yield via 2-aza-Cope rearrangent and ensuing cl-acyliminium cyclisation.