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Synthesis 2019; 51(04): 848-858
DOI: 10.1055/s-0037-1611277
DOI: 10.1055/s-0037-1611277
paper
Diastereoselective Synthesis of Cyclic sp3-Enriched cis-β-Alkoxysulfonyl Chlorides
This work was funded by Enamine Ltd.Further Information
Publication History
Received: 07 September 2018
Accepted after revision: 01 October 2018
Publication Date:
22 October 2018 (online)


Abstract
A three-step synthesis of β-alkoxy-substituted alicyclic sulfonyl chlorides from cyclic alkenes and alcohols is reported. The scope of the method was studied for a range of the substrates with various steric and electronic properties. The title compounds were obtained on a hundred-gram scale in up to 52% overall yield scale as single cis-diastereomers.
Key words
organosulfur compounds - alicyclic compounds - heteroaliphatic compounds - sulfonyl chlorides - building blocksSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611277.
- Supporting Information