Construction of unique SCF3-containing building blocks via allylic alkylation of Morita–Baylis–Hillman adducts

Priyanka Halder; Mahesh D. Pol; Milind M. Ahire; Santosh B. Mhaske

doi:10.1039/D0OB00104J

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Construction of unique SCF₃-containing building blocks via allylic alkylation of Morita–Baylis–Hillman adducts†

Priyanka Halder,^ab Mahesh D. Pol,^a Milind M. Ahire^ab and Santosh B. Mhaske

*^ab

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* Corresponding authors

^a Division of Organic Chemistry, CSIR-National Chemical Laboratory, Pune – 411008, India
E-mail: sb.mhaske@ncl.res.in

^b Academy of Scientific and Innovative Research (AcSIR), Ghaziabad – 201002, India
E-mail: sb.mhaske@ncl.res.in

Abstract

Lewis base-catalyzed allylic alkylation of Morita–Baylis–Hillman adducts with α-SCF₃ ketones has been demonstrated. The developed strategy provides efficient access to a series of highly functionalized scaffolds featuring trifluoromethanesufinyl motif on a stereogenic carbon.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/D0OB00104J
Article type: Paper
Submitted: 17 Jan 2020
Accepted: 23 Feb 2020
First published: 24 Feb 2020

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Org. Biomol. Chem., 2020,18, 2085-2093

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Construction of unique SCF₃-containing building blocks via allylic alkylation of Morita–Baylis–Hillman adducts

P. Halder, M. D. Pol, M. M. Ahire and S. B. Mhaske, Org. Biomol. Chem., 2020, 18, 2085 DOI: 10.1039/D0OB00104J

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Organic & Biomolecular Chemistry