Recent Advances on <i>O</i>-Ethoxycarbonyl and <i>O</i>-Acyl Protected Cyanohydrins

Ethoxycarbonyl cyanohydrins and <i>O</i>-acyl cyanohydrins are examples of <i>O</i>-protected cyanohydrins in which the protecting group presents an electrophilic center, contributing to additional reaction pathways. The first section of this review describes recent advances...

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Bibliographic Details
Main Authors: Héctor Manuel Torres Domínguez, Luis Mauricio Hernández Villaverde, Ronan Le Lagadec
Format: Article
Language:English
Published: MDPI AG 2021-08-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/15/4691
Description
Summary:Ethoxycarbonyl cyanohydrins and <i>O</i>-acyl cyanohydrins are examples of <i>O</i>-protected cyanohydrins in which the protecting group presents an electrophilic center, contributing to additional reaction pathways. The first section of this review describes recent advances on the synthesis of <i>O</i>-ethoxycarbonyl and <i>O</i>-acyl protected cyanohydrins. Reactions using KCN or alkyl cyanoformates as the cyanide ion source are described, as well as organic and transition metal catalysis used in their preparation, including asymmetric cyanation. In a second part, transformations, and synthetic applications of <i>O</i>-ethoxycarbonyl/acyl cyanohydrins are presented. A variety of structures has been obtained starting from such protected cyanohydrins and, in particular, the synthesis of oxazoles, 1,4-diketones, 1,3-diketones, 2-vinyl-2-cyclopentenones through various methods are discussed.
ISSN:1420-3049