Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 17, Pages 10580-10588Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b01403
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Funding
- National Natural Science Foundation of China [U1403301, 21572262]
- Recruitment Program of Global Experts (Xinjiang Program)
- Director Foundation of XTIPC [2015RC014]
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A diastereoselective alpha-sulfenylation of chiral alpha-aryl/alkyl N-tert-butanesulfinyl imidates has been developed. Suitable sulfur electrophiles can be used as sulfenylating reagents to intercept aza-enolates generated from imidate deprotonation, giving alpha-thiofunctionalized imidates in good yields with high diastereocontrol. This protocol for C-S bond formation can efficiently synthesize enantioenriched 1,2-sulfanyl amine derivatives such as sulconazole.
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