Issue 23, 2021

Recent advances in the direct transformation of propargylic alcohols to allenes

Abstract

Allenes are the simplest class of cumulenes, possessing unique physical and chemical properties. These structural units are widely used as valuable synthetic intermediates in organic synthesis, as well as the key skeletons of many natural products, biologically active molecules, and pharmaceutical compounds. In recent decades, the development of synthetic methodologies for the synthesis of allenes by direct transformation of propargylic alcohols has attracted considerable attention among organic chemistry researchers. In this review, we focus on recent advances in the direct transformation of propargylic alcohols to allenes. These transformations can be divided into four categories according to their reaction types: (1) reactions with transition metal catalysis; (2) reactions involving carbocation intermediates; (3) reactions that are metal hydride (base)-mediated; and (4) reactions involving oxa-propargylic intermediates.

Graphical abstract: Recent advances in the direct transformation of propargylic alcohols to allenes

Article information

Article type
Review Article
Submitted
03 Aug. 2021
Accepted
04 Okt. 2021
First published
05 Okt. 2021

Org. Chem. Front., 2021,8, 6760-6782

Recent advances in the direct transformation of propargylic alcohols to allenes

S. Du, A. Zhou, R. Yang, X. Song and Q. Xiao, Org. Chem. Front., 2021, 8, 6760 DOI: 10.1039/D1QO01151K

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