Sequential meta-C–H olefination of synthetically versatile benzyl silanes: effective synthesis of meta-olefinated toluene, benzaldehyde and benzyl alcohols

Patra, Tuhin, Watile, Rahul, Agasti, Soumitra, Naveen, Togati and Maiti, Debabrata 2016. Sequential meta-C–H olefination of synthetically versatile benzyl silanes: effective synthesis of meta-olefinated toluene, benzaldehyde and benzyl alcohols. Chemical Communications 52 (10) , pp. 2027-2030. 10.1039/C5CC09446A

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Abstract

Tremendous progress has been made towards ortho-selective C–H functionalization in the last three decades. However, the activation of distal C–H bonds and their functionalization has remained fairly underdeveloped. Herein, we report sequential meta-C–H functionalization by performing selective mono-olefination and bis-olefination with late stage modification of the C–Si as well as Si–O bonds. Temporary silyl connection was found to be advantageous due to its easy installation, easy removal and wide synthetic diversification.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Publisher:	Royal Society of Chemistry
ISSN:	1359-7345
Date of First Compliant Deposit:	18 February 2021
Date of Acceptance:	2 December 2015
Last Modified:	06 May 2023 15:15
URI:	https://orca.cardiff.ac.uk/id/eprint/138427

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