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Lewis Base-Promoted Rearrangement of Allylic Cyanohydrins: Construction of Functionalized Nitriles Bearing 1,3-Diketone Moieties

Author:
Zhang, Yan-Jing, Hou, Qi-Lan, Wang, Hai-Jing, Liao, Wei-Wei
Source:
Journal of organic chemistry 2014 v.79 no.22 pp. 10890-10898
ISSN:
1520-6904
Subject:
chemical reactions, moieties, nitriles, organic chemistry
Abstract:
A novel Lewis base-promoted rearrangement of allylic cyanohydrins has been developed, in which the cyano group was rearranged, directly coupled with the generation of new functional groups. This protocol provides a unique and facile way to prepare highly functionalized nitriles bearing 1,3-diketone moieties under mild reaction conditions. Furthermore, the synthetic transformations of the functionalized products have also been demonstrated.
Agid:
5502990