Enantioselective S‐H Insertion Reactions of α‐Carbonyl Sulfoxonium Ylides

Patrícia B. Momo; Alexandria N. Leveille; Elliot H. E. Farrar; Matthew N. Grayson; Anita E. Mattson; Antonio Carlos Bender Burtoloso

doi:10.1002/anie.202005563

Enantioselective S‐H Insertion Reactions of α‐Carbonyl Sulfoxonium Ylides

Patrícia B. Momo, Alexandria N. Leveille, Elliot H. E. Farrar, Matthew N. Grayson, Anita E. Mattson, Antonio Carlos Bender Burtoloso

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

62 Citations (SciVal)

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Abstract

The first example of enantioselective S‐H insertion reactions of sulfoxonium ylides is reported. Under the influence of thiourea catalysis, excellent levels of enantiocontrol (up to 95% ee) and yields (up to 97%) are achieved for 31 examples in S‐H insertion reactions of aryl thiols and α‐carbonyl sulfoxonium ylides.

Original language	English
Pages (from-to)	15554-15559
Number of pages	6
Journal	Angewandte Chemie International Edition
Volume	59
Issue number	36
Early online date	30 Apr 2020
DOIs	https://doi.org/10.1002/anie.202005563
Publication status	Published - 1 Sept 2020

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10.1002/anie.202005563Licence: CC BY

Enantioselective S
This is the peer reviewed version of the following article: Momo, P..B., Leveille, A..N., Farrar, E..H.E., Grayson, M..N., Mattson, A..E. and Burtoloso, A.C..B. (2020), Enantioselective S‐H Insertion Reactions of α‐Carbonyl Sulfoxonium Ylides. Angew. Chem. Int. Ed.. Accepted Author Manuscript. doi:10.1002/anie.202005563, which has been published in final form at https://doi.org/10.1002/anie.202005563. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Accepted author manuscript, 685 KB
Manuscript_ACIE.PDF
This is the peer reviewed version of the following article: Momo, P..B., Leveille, A..N., Farrar, E..H.E., Grayson, M..N., Mattson, A..E. and Burtoloso, A.C..B. (2020), Enantioselective S‐H Insertion Reactions of α‐Carbonyl Sulfoxonium Ylides. Angew. Chem. Int. Ed.. Accepted Author Manuscript, which has been published in final form at https://doi.org/10.1002/anie.202005563. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
Accepted author manuscript, 1.23 MB
anie.202005563Final published version, 2.09 MB

https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.202005563

Matt Grayson
- M.N.Graysonbath.acuk
- Department of Chemistry - Senior Lecturer
- Institute of Sustainability and Climate Change
Person: Research & Teaching, Affiliate staff

Dataset for "Computational Modelling and Machine Learning Approaches Towards Understanding Asymmetric Catalytic Organic Reactions"
Farrar, E. (Creator) & Grayson, M. (Supervisor), University of Bath, 12 Aug 2022
DOI: 10.15125/BATH-01148
Dataset

Balena High Performance Computing (HPC) System
Facility/equipment: Equipment

Cite this

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abstract = "The first example of enantioselective S‐H insertion reactions of sulfoxonium ylides is reported. Under the influence of thiourea catalysis, excellent levels of enantiocontrol (up to 95% ee) and yields (up to 97%) are achieved for 31 examples in S‐H insertion reactions of aryl thiols and α‐carbonyl sulfoxonium ylides.",

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AU - Burtoloso, Antonio Carlos Bender

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Enantioselective S‐H Insertion Reactions of α‐Carbonyl Sulfoxonium Ylides

Abstract

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Matt Grayson

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Dataset for "Computational Modelling and Machine Learning Approaches Towards Understanding Asymmetric Catalytic Organic Reactions"

Equipment

Balena High Performance Computing (HPC) System

Cite this