Reactions of ethyl 2-acetyl-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate and 4-acetylamino-2-oxabicyclo[3.3.0]oct-7-en-3-one with some electrophiles

Autor:	Vladimir Šik, Michael B. Hursthouse, Richard Storer, David E. Hibbs, K. M. Abdul Malik, Stanley M. Roberts, Amanda J. H. Seago
Rok vydání:	1995
Předmět:	chemistry.chemical_classification chemistry.chemical_compound chemistry Bicyclic molecule Reagent Amide Electrophile Organic chemistry Epoxide Carboxylate Ene reaction Lactone
Zdroj:	J. Chem. Soc., Perkin Trans. 1. :2419-2425
ISSN:	1364-5463 0300-922X
DOI:	10.1039/p19950002419
Popis:	The amide 3 reacted with various electrophilic reagents to give the addition products 5–9; reaction of 3 with m-chloroperoxybenzoic acid (MCPBA) gave the epoxide 10; similarly, the lactone 4(an isomer of 3) reacted extremely selectively with a variety of electrophiles to give a range of polyfunctionalised bicyclic systems 12–15: reaction with MCPBA gave the epoxide 16 as the major product.
Databáze:	OpenAIRE
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