Enantioselective nickel-catalyzed arylative intramolecular 1,4allylations

Nguyen, Thi Le Nhon; Incerti-Pradillos, Celia A.; Lewis, William; Lam, Hon Wai

Abstract

The enantioselective nickel-catalyzed desymmetrization of allenyl cyclohexa-2,5-dienones by reaction with arylboronic acids is described. Nickel-catalyzed arylation of the allene gives allylnickel species, which undergo cyclization by 1,4allylation to produce hexahydroindol-5-ones and hexahydrofuran-5-ones with three contiguous stereocenters in high diastereo- and enantioselectivities.

Citation

Nguyen, T. L. N., Incerti-Pradillos, C. A., Lewis, W., & Lam, H. W. (in press). Enantioselective nickel-catalyzed arylative intramolecular 1,4allylations. Chemical Communications, https://doi.org/10.1039/C8CC03204A

• Journal Article Type: Article
• Acceptance Date: May 9, 2018
• Online Publication Date: May 9, 2018
• Deposit Date: May 11, 2018
• Publicly Available Date: May 10, 2019
• Journal: Chemical Communications
• Print ISSN: 1359-7345
• Electronic ISSN: 1364-548X
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• DOI: https://doi.org/10.1039/C8CC03204A
• Public URL: https://nottingham-repository.worktribe.com/output/931855
• Publisher URL: http://pubs.rsc.org/en/Content/ArticleLanding/2018/CC/C8CC03204A#!divAbstract
• Contract Date: May 11, 2018