Nickel-Catalyzed Cyanation of Allylic Alcohols: High Degree of Chiral Inversion in Aqueous Reaction Media.

Org Lett

Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Key Laboratory of Organosilicon Material Technology of Zhejiang Province, College of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121, China.

Published: August 2024

Nickel-catalyzed aqueous cyanation of allylic alcohols is herein described. This catalytic protocol provided environmentally friendly and operationally simple access to a variety of allylic nitriles in good yields. For chiral allylic alcohols, the reaction gave chiral allylic nitriles with a high degree of chiral inversion. The accelerated release of cyanide in HO was crucial for the success of this reaction.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.4c02211DOI Listing

Publication Analysis

Top Keywords

allylic alcohols
12
cyanation allylic
8
high degree
8
degree chiral
8
chiral inversion
8
allylic nitriles
8
chiral allylic
8
allylic
5
nickel-catalyzed cyanation
4
alcohols high
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!