Asymmetric Access to Chiral Sulfinyl Compounds as Bioisosteres of Carbonyl Compounds

Chenxin Wang; Xinyu Wu; Jiapian Huang; Gang Liu; Jie Wu

doi:10.1055/a-2335-8452

Synthesis, Table of Contents

Synthesis 2024; 56(17): 2648-2654
DOI: 10.1055/a-2335-8452

paper

Bioisosteres

Asymmetric Access to Chiral Sulfinyl Compounds as Bioisosteres of Carbonyl Compounds

Authors

Chenxin Wang

^aJiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang, 330013, P. R. of China
Xinyu Wu

^bInstitute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, P. R. of China
Jiapian Huang

^bInstitute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, P. R. of China
Gang Liu∗

^aJiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang, 330013, P. R. of China
Jie Wu∗

^bInstitute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, P. R. of China

^cState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China

^dSchool of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, P. R. of China

Abstract

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Abstract

The sulfinyl group, as one of the bioisosteres of carbonyl groups, attracts considerable attention in the field of synthetic chemistry. In particular, the asymmetric construction of chiral sulfinyl compounds and their derivatives remains in the early stages of development. Sulfinyl compounds mainly include sulfoxides, sulfinate esters and sulfinamides, according to the different functional groups connected to the sulfur atom. This Review summarizes the fascinating recent progress made over the past decade on the asymmetric synthesis of enantiopure sulfinyl derivatives.

1 Introduction

2 Asymmetric Synthesis of Chiral Sulfoxides

3 Asymmetric Synthesis of Chiral Sulfinate Esters

4 Asymmetric Synthesis of Chiral Sulfinamides

5 Conclusion and Outlook

Key words

sulfinyl - bioisostere - asymmetric synthesis - sulfoxide - sulfinate ester - sulfinamide

Full Text

References

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