Application of 2‐Azabicyclo[2.2.1]Hept‐5‐En‐3‐One (Vince Lactam) in Synthetic Organic and Medicinal Chemistry

Author:

Nonn Melinda1,Fustero Santos2,Kiss Loránd3ORCID

Affiliation:

1. MTA TTK Lendület Artificial Transporter Research Group Institute of Materials and Environmental Chemistry HUN-REN Research Center for Natural Sciences H-1117 Budapest Magyar tudósok krt. 2 Hungary

2. Department of Organic Chemistry University of Valencia Pharmacy Faculty València 46100-Burjassot Valencia Spain

3. Institute of Organic Chemistry Stereochemistry Research Group HUN-REN Research Center for Natural Sciences H-1117 Budapest Magyar tudósok krt. 2 Hungary

Abstract

Abstract2‐Azabicyclo[2.2.1]hept‐5‐en‐3‐one (Vince lactam) is known to be a valuable building block in synthetic organic chemistry and drug research. It is an important precursor to access of some blockbuster antiviral drugs such as Carbovir or Abacavir as well as other carbocyclic neuraminidase inhibitors as antiviral agents. The ring C=C bond of the Vince lactam allows versatile chemical manipulations to create not only functionalized γ‐lactams, but also γ‐amino acid derivatives with a cyclopentane framework. The aim of the current account is to summarize the chemistry of Vince lactam, its synthetic utility and application in organic and medicinal chemistry over the last decade.

Funder

European Commission

Magyar Tudományos Akadémia

Publisher

Wiley

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