L-Threonine-derived novel bifunctional phosphine-sulfonamide catalyst-promoted enantioselective aza-morita-Baylis-Hillman reaction

Handle URI:
http://hdl.handle.net/10754/561734
Title:
L-Threonine-derived novel bifunctional phosphine-sulfonamide catalyst-promoted enantioselective aza-morita-Baylis-Hillman reaction
Authors:
Zhong, Fangrui; Wang, Youqing; Han, Xiaoyu; Huang, Kuo-Wei ( 0000-0003-1900-2658 ) ; Lu, Yixin
Abstract:
A series of novel bifunctional phosphine-sulfonamide organic catalysts were designed and readily prepared from natural amino acids, and they were utilized to promote enantioselective aza-Morita-Baylis-Hillman (MBH) reactions. l-Threonine-derived phosphine-sulfonamide 9b was found to be the most efficient catalyst, affording the desired aza-MBH adducts in high yields and with excellent enantioselectivities. © 2011 American Chemical Society.
KAUST Department:
Biological and Environmental Sciences and Engineering (BESE) Division; KAUST Catalysis Center (KCC); Chemical Science Program; Physical Sciences and Engineering (PSE) Division; HCL
Publisher:
American Chemical Society
Journal:
Organic Letters
Issue Date:
18-Mar-2011
DOI:
10.1021/ol103145g
PubMed ID:
21332151
Type:
Article
ISSN:
15237060
Sponsors:
We are grateful for the generous financial support from the National University of Singapore and the Ministry of Education (MOE) of Singapore (R-143-000-362-112) to Y.L. and from King Abdullah University of Science and Technology to K.-W.H.
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC); Biological and Environmental Sciences and Engineering (BESE) Division

Full metadata record

DC FieldValue Language
dc.contributor.authorZhong, Fangruien
dc.contributor.authorWang, Youqingen
dc.contributor.authorHan, Xiaoyuen
dc.contributor.authorHuang, Kuo-Weien
dc.contributor.authorLu, Yixinen
dc.date.accessioned2015-08-03T09:03:24Zen
dc.date.available2015-08-03T09:03:24Zen
dc.date.issued2011-03-18en
dc.identifier.issn15237060en
dc.identifier.pmid21332151en
dc.identifier.doi10.1021/ol103145gen
dc.identifier.urihttp://hdl.handle.net/10754/561734en
dc.description.abstractA series of novel bifunctional phosphine-sulfonamide organic catalysts were designed and readily prepared from natural amino acids, and they were utilized to promote enantioselective aza-Morita-Baylis-Hillman (MBH) reactions. l-Threonine-derived phosphine-sulfonamide 9b was found to be the most efficient catalyst, affording the desired aza-MBH adducts in high yields and with excellent enantioselectivities. © 2011 American Chemical Society.en
dc.description.sponsorshipWe are grateful for the generous financial support from the National University of Singapore and the Ministry of Education (MOE) of Singapore (R-143-000-362-112) to Y.L. and from King Abdullah University of Science and Technology to K.-W.H.en
dc.publisherAmerican Chemical Societyen
dc.titleL-Threonine-derived novel bifunctional phosphine-sulfonamide catalyst-promoted enantioselective aza-morita-Baylis-Hillman reactionen
dc.typeArticleen
dc.contributor.departmentBiological and Environmental Sciences and Engineering (BESE) Divisionen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.contributor.departmentChemical Science Programen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentHCLen
dc.identifier.journalOrganic Lettersen
dc.contributor.institutionDepartment of Chemistry and Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singaporeen
dc.contributor.institutionProvincial Key Laboratory of Natural Medicine and Immuno-Engineering, Henan University, Jinming Campus, Kaifeng, Henan, 475004, Chinaen
kaust.authorHuang, Kuo-Weien
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