Work

Enantioselective Organocatalytic Fluorination‐Induced Wagner–Meerwein Rearrangement

Year: 2013

Type: article

Abstract: Cracked under strain: Strained allylic cyclobutanols and cyclopropanols readily undergo a ring expansion described by the title rearrangement. This reaction is promoted by catalytic amounts of 1 and displays high tolerance with respect to the substrate scope. The corresponding β-fluoro spiroketone products are isolated in high yields and with excellent stereoselectivities. EDG=electron-donating group, EWG=electron-withdrawing group.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.201303527

Authors: Fedor Romanov‐Michailidis, Laure Guénée, Alexandre Alexakis

Institution: University of Geneva

Language: English

Topic: Fluorine in Organic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

OpenAlex ID: W2161843563

FWCI: 10.58

Cites: 41

Cited by: 244

Related to: 10