Issue 19, 1995

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

Abstract

The amide 3 reacted with various electrophilic reagents to give the addition products 59; 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 1215: reaction with MCPBA gave the epoxide 16 as the major product.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1995, 2419-2425

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

M. B. Hursthouse, K. M. A. Malik, D. E. Hibbs, S. M. Roberts, A. J. H. Seago, V. Šik and R. Storer, J. Chem. Soc., Perkin Trans. 1, 1995, 2419 DOI: 10.1039/P19950002419

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements