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Volumn 75, Issue 15, 2010, Pages 5265-5270

Asymmetric synthesis of chiral primary amines by transfer hydrogenation of N -(tert -Butanesulfinyl)ketimines

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL GROUPS; ASYMMETRIC SYNTHESIS; ASYMMETRIC TRANSFER HYDROGENATION; CARBON ATOMS; DIASTEREOSELECTIVE REDUCTION; ENANTIOMERIC EXCESS; INDANOL; ISOPROPYL ALCOHOLS; KETIMINES; NITROGEN ATOM; OPTICAL PURITY; PHARMACOLOGICALLY ACTIVE COMPOUNDS; PRIMARY AMINES; SHORT REACTION TIME; TRANSFER HYDROGENATIONS;

EID: 77955169176     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo101057s     Document Type: Article
Times cited : (46)

References (75)
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    • Both enantiomers of cis -1-amino-2-indanol have been extensively used as ligands for the asymmetric transfer hydrogenation of ketones. See, for instance
    • Both enantiomers of cis -1-amino-2-indanol have been extensively used as ligands for the asymmetric transfer hydrogenation of ketones. See, for instance: Palmer, M.; Walsgrove, T.; Wills, M. J. Org. Chem. 1997, 62, 5226-5228
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    • A rhodium complex bearing N -tosyl-(1 S,2 R)-1-amino-2-indanol as a ligand has been used as a catalyst for the transfer hydrogenation of an endocyclic imine. See ref 18b
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    • Andersson has reported the synthesis of chiral aziridines by a ruthenium-catalyzed asymmetric transfer hydrogenation of strained 2 H -azirines in isopropyl alcohol using a β-aminoalcohol as a chiral ligand
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    • The use of tert -butanesulfinamide as a precursor of the sulfinylimines might appear as an economical drawback for possible industrial scale applications of our methodology. However, the cost of the process could be diminished taking into account that an efficient procedure for the recycling of the sulfinyl chiral auxiliary has been recently reported
    • The use of tert -butanesulfinamide as a precursor of the sulfinylimines might appear as an economical drawback for possible industrial scale applications of our methodology. However, the cost of the process could be diminished taking into account that an efficient procedure for the recycling of the sulfinyl chiral auxiliary has been recently reported: Wakayama, M.; Ellman, J. A. J. Org. Chem. 2009, 74, 2646-2650
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    • We thank the reviewers for suggesting that we comment on the possibility of using an achiral ligand
    • We thank the reviewers for suggesting that we comment on the possibility of using an achiral ligand.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.