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Synthesis 2019; 51(18): 3451-3461
DOI: 10.1055/s-0039-1690099
DOI: 10.1055/s-0039-1690099
paper
N-Heterocyclic Carbene Catalyzed Stereoselective Synthesis of 2-Nitro-thiogalactosides
We thank the National Natural Science Foundation of China (NSFC-21672170), the Natural Science Foundation of Shaanxi Province (2018JC-020, 2018JM2029), the China Postdoctoral Science Foundation (2018M643705), the Key Science and Technology Innovation Team of Shanxi Province (2017KCT-37), and the ‘Top-rated Discipline’ Construction Scheme of Shaanxi Higher Education for financial support.Further Information
Publication History
Received: 18 February 2019
Accepted after revision: 21 May 2019
Publication Date:
26 June 2019 (online)


‡ These authors contributed equally to this work.
Abstract
A highly selective NHC-catalyzed Michael addition of alkanethiols or thiophenol to 2-nitro-d-galactal compounds for the synthesis of 2-nitro-thiogalactoside derivatives has been developed for the first time. A wide variety of 1,2-cis-2-nitro-thiogalactosides can be prepared in good to excellent yields and high to excellent α-selectivities.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690099.
- Supporting Information