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Diastereoselective alpha-Sulfenylation of N-tert-Butanesulfinyl Imidates
Niu, ST (Niu, Sheng-Tong)[ 1,2 ]; Liu, H (Liu, Hui)[ 1 ]; Xu, YJ (Xu, Yan-Jun)[ 1 ]; Lu, CD (Lu, Chong-Dao)[ 1 ]
2018
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
ISSN0022-3263
Volume83Issue:17Pages:10580-10588
Abstract

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.

DOI10.1021/acs.joc.8b01403
Indexed BySCI
WOS IDWOS:000444364600093
Citation statistics
Cited Times:2[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.xjipc.cas.cn/handle/365002/5595
Collection省部共建新疆特有药用资源利用重点实验室
Affiliation1.Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Key Lab Plant Resources & Chem Arid Zones, Urumqi 830011, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Niu, ST ,Liu, H ,Xu, YJ ,et al. Diastereoselective alpha-Sulfenylation of N-tert-Butanesulfinyl Imidates[J]. JOURNAL OF ORGANIC CHEMISTRY,2018,83(17):10580-10588.
APA Niu, ST ,Liu, H ,Xu, YJ ,&Lu, CD .(2018).Diastereoselective alpha-Sulfenylation of N-tert-Butanesulfinyl Imidates.JOURNAL OF ORGANIC CHEMISTRY,83(17),10580-10588.
MLA Niu, ST ,et al."Diastereoselective alpha-Sulfenylation of N-tert-Butanesulfinyl Imidates".JOURNAL OF ORGANIC CHEMISTRY 83.17(2018):10580-10588.
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