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

Chenxin Wang
a   Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang, 330013, P. R. of China
,
Xinyu Wu
b   Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, P. R. of China
,
Jiapian Huang
b   Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, P. R. of China
,
Gang Liu
a   Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang, 330013, P. R. of China
,
Jie Wu
b   Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, P. R. of China
c   State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. of China
d   School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, P. R. of China
› Author Affiliations
Financial support from the National Natural Science Foundation of China (22171206), the Natural Science Foundation of Zhejiang Province (LZ23B020001), the Zhejiang Provincial Ten Thousand Talent Program (2023R5244) and the Open Research Fund of School of Chemistry and Chemical Engineering, Henan Normal University (2020ZD04) is gratefully acknowledged.


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



Publication History

Received: 03 April 2024

Accepted after revision: 29 May 2024

Accepted Manuscript online:
29 May 2024

Article published online:
18 June 2024

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