Unprecedented Alkene Transposition in Phthalate–Amino Acid Adducts

Saha, I.; Baxendale, I.R.; Baumann, M.

doi:10.1055/s-0037-1611294

Unprecedented Alkene Transposition in Phthalate–Amino Acid Adducts

Saha, I.; Baxendale, I.R.; Baumann, M.

Authors

I. Saha

Professor Ian Baxendale i.r.baxendale@durham.ac.uk
Professor

M. Baumann

Abstract

A detailed account on the outcome of the thermal reaction between benzylidene phthalides and various amino acid derivatives is reported. It was discovered that the tricyclic pyrroles as previously described are not the products formed in these reactions. Instead under high-temperature conditions decarboxylated phthalamide adducts are formed within 5-10 minutes. Additionally, an unprecedented alkene transposition mechanism has been identified leading to the final products of these reactions.

Citation

Saha, I., Baxendale, I., & Baumann, M. (2018). Unprecedented Alkene Transposition in Phthalate–Amino Acid Adducts. Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry, 29(20), 2648-2654. https://doi.org/10.1055/s-0037-1611294

Journal Article Type	Article
Acceptance Date	Oct 27, 2018
Online Publication Date	Nov 7, 2018
Publication Date	Dec 1, 2018
Deposit Date	Oct 27, 2018
Publicly Available Date	Nov 7, 2019
Journal	Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry
Print ISSN	0936-5214
Electronic ISSN	1437-2096
Publisher	Thieme Gruppe
Peer Reviewed	Peer Reviewed
Volume	29
Issue	20
Pages	2648-2654
DOI	https://doi.org/10.1055/s-0037-1611294