期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 88, 期 22, 页码 15658-15665出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.3c01656
关键词
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In this study, the first asymmetric synthesis of large chiral macrocycles with chiral sulfur atoms is reported. The method utilizes efficient building blocks with two chiral sulfur centers and diphenols to form novel S-O bonds through stereospecific SuFEx and SuPhenEx click chemistries. The characteristic results include the enantiospecific one-step synthesis of rings consisting of 21-58 members and the characterization of both enantiomers (R,R and S,S) using X-ray crystallography.
Here we report the first asymmetric synthesis of large chiral macrocycles with chiral sulfur atoms. Building on stereospecific SuFEx and SuPhenEx click chemistries, this approach utilizes disulfonimidoyl fluorides and disulfonimidoyl p-nitrophenolates which are efficient building blocks with two chiral sulfur centers, and diphenols to efficiently form novel S-O bonds. Characteristic results include the enantiospecific one-step synthesis of rings consisting of 21-58 members and characterization of both enantiomers ( R,R and S,S ) by e.g. X-ray crystallography.
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