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Diastereoselective alpha-Hydroxylation of N-tert-Butanesulfinyl Imidates and N'-tert-Butanesulfinyl Amidines with Molecular Oxygen
Ma, PJ (Ma, Peng-Ju); Liu, H (Liu, Hui); Xu, YJ (Xu, Yan-Jun); Aisa, HA (Aisa, Haji Akber); Lu, CD (Lu, Chong-Dao)
2018
Source PublicationORGANIC LETTERS
ISSN1523-7060
Volume20Issue:4Pages:1236-1239
Abstract

Diastereoselective alpha-hydroxylation using molecular oxygen has been achieved with chiral alpha-alkyl N-tert-butanesulfinyl imidates and alpha-aryl N'-tert-butanesulfinyl amidines. The aza-enolates generated from deprotonation of imidates/amidines can be intercepted by O-2 with excellent diastereocontrol and subsequently transformed into alpha-hydroxylation products in the presence of the reductant trimethyl phosphite.

DOI10.1021/acs.orglett.8b00178
Indexed BySCI
WOS IDWOS:000426013600085
Citation statistics
Cited Times:4[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.xjipc.cas.cn/handle/365002/5238
Collection省部共建新疆特有药用资源利用重点实验室
资源化学研究室
Corresponding AuthorLu, CD (Lu, Chong-Dao)
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
Ma, PJ ,Liu, H ,Xu, YJ ,et al. Diastereoselective alpha-Hydroxylation of N-tert-Butanesulfinyl Imidates and N'-tert-Butanesulfinyl Amidines with Molecular Oxygen[J]. ORGANIC LETTERS,2018,20(4):1236-1239.
APA Ma, PJ ,Liu, H ,Xu, YJ ,Aisa, HA ,&Lu, CD .(2018).Diastereoselective alpha-Hydroxylation of N-tert-Butanesulfinyl Imidates and N'-tert-Butanesulfinyl Amidines with Molecular Oxygen.ORGANIC LETTERS,20(4),1236-1239.
MLA Ma, PJ ,et al."Diastereoselective alpha-Hydroxylation of N-tert-Butanesulfinyl Imidates and N'-tert-Butanesulfinyl Amidines with Molecular Oxygen".ORGANIC LETTERS 20.4(2018):1236-1239.
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