Work

Enantioselective Nickel‐Catalyzed Intramolecular Allylic Alkenylations Enabled by Reversible Alkenylnickel E/Z Isomerization

Year: 2017

Type: article

Abstract: Enantioselective nickel‐catalyzed arylative cyclizations of substrates containing a Z‐allylic phosphate tethered to an alkyne are described. These reactions give multisubstituted chiral aza‐ and carbocycles, and are initiated by the addition of an arylboronic acid to the alkyne, followed by cyclization of the resulting alkenylnickel species onto the allylic phosphate. The reversible E/Z isomerization of the alkenylnickel species is essential for the success of the reactions.

Source: Angewandte Chemie

DOI: 10.1002/ange.201703380

Authors: Connor Yap, Gabriel M. J. Lenagh‐Snow, Somnath Narayan Karad, William Lewis, Louis J. Diorazio, Hon Wai Lam

Institutions: University of Nottingham, AstraZeneca (United Kingdom)

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $5,790