Nickel-catalyzed, ligand-free, diastereoselective synthesis of 3-methyleneindan-1-ols

Panchal, Heena; Clarke, Christopher; Bell, Charles; Karad, Somnath Narayan; Lewis, William; Lam, Hon Wai

Abstract

Nickel-catalyzed, highly diastereoselective annulations between activated allenes and 2-acetylarylboronic acid or 2-formylarylboronic acids are reported. No ligand for nickel is required, and the reactions proceed efficiently at room temperature to give a broad range of substituted 3-methyleneindan-1-ols. Preliminary results of an enantioselective variant are also described.

Citation

Panchal, H., Clarke, C., Bell, C., Karad, S. N., Lewis, W., & Lam, H. W. (2018). Nickel-catalyzed, ligand-free, diastereoselective synthesis of 3-methyleneindan-1-ols. Chemical Communications, 54(87), 12389-12392. https://doi.org/10.1039/c8cc06388e

• Journal Article Type: Article
• Acceptance Date: Oct 10, 2018
• Publication Date: Oct 11, 2018
• Deposit Date: Oct 16, 2018
• Publicly Available Date: Oct 12, 2019
• Journal: Chemical Communications
• Print ISSN: 1359-7345
• Electronic ISSN: 1364-548X
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 54
• Issue: 87
• Pages: 12389-12392
• DOI: https://doi.org/10.1039/c8cc06388e
• Keywords: Materials Chemistry; Electronic, Optical and Magnetic Materials; General Chemistry; Surfaces, Coatings and Films; Metals and Alloys; Ceramics and Composites; Catalysis
• Public URL: https://nottingham-repository.worktribe.com/output/1170081
• Publisher URL: https://pubs.rsc.org/en/Content/ArticleLanding/2018/CC/C8CC06388E#!divAbstract
• Additional Information: : This document is Similarity Check deposited; : Supplementary Information; : Authors can choose between single-blind and double-blind peer review; : Received 6 August 2018; Accepted 10 October 2018; Accepted Manuscript published 11 October 2018