Diastereoselective α-Sulfenylation of N- tert-Butanesulfinyl Imidates.

Autor:	Niu ST; Key Laboratory of Plant Resources and Chemistry of Arid Zones , Xinjiang Technical Institute of Physics & Chemistry, Chinese Academy of Sciences , Urumqi 830011 , China.; University of the Chinese Academy of Sciences , Beijing 100049 , China., Liu H; Key Laboratory of Plant Resources and Chemistry of Arid Zones , Xinjiang Technical Institute of Physics & Chemistry, Chinese Academy of Sciences , Urumqi 830011 , China., Xu YJ; Key Laboratory of Plant Resources and Chemistry of Arid Zones , Xinjiang Technical Institute of Physics & Chemistry, Chinese Academy of Sciences , Urumqi 830011 , China., Lu CD; Key Laboratory of Plant Resources and Chemistry of Arid Zones , Xinjiang Technical Institute of Physics & Chemistry, Chinese Academy of Sciences , Urumqi 830011 , China.
Jazyk:	angličtina
Zdroj:	The Journal of organic chemistry [J Org Chem] 2018 Sep 07; Vol. 83 (17), pp. 10580-10588. Date of Electronic Publication: 2018 Jul 16.
DOI:	10.1021/acs.joc.8b01403
Abstrakt:	A diastereoselective α-sulfenylation of chiral α-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 α-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.
Databáze:	MEDLINE
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