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Volumn 45, Issue 25, 2006, Pages 4193-4195

Asymmetric counteranion-directed catalysis

Author keywords

Asymmetric organocatalysis; Binaphthol derivatives; Iminium ions; Ion pair catalysis; Transfer hydrogenation

Indexed keywords

ASYMMETRIC ORGANOCATALYSIS; BINAPHTHOL DERIVATIVES; IMINIUM IONS; ION PAIR CATALYSIS;

EID: 33746286405     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200600512     Document Type: Article
Times cited : (478)

References (34)
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    • For reviews, see the special edition on "Asymmetric Organocatalysis": Acc. Chem. Res. 2004, 37, 487-631.
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  • 7
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    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 6660-6662
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    • Angew. Chem. Int. Ed. 2004, 43, 1566-1568;
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 1566-1568
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    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 7424-7427
  • 25
    • 33746276048 scopus 로고    scopus 로고
    • note
    • Alternative dialkyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate Hantzsch esters have been screened for the reduction of substrate 2c: bis-tert-butyl (82:18 e.r.), bisneopentyl (83:17 e.r.), mixed methyl-tert-butyl (85:15 e.r.). The use of alternative substituents in the 2,6 positions of the Hantzsch ester leads to diminished enantioselectivities. Alternative amines that were screened with the TRIP counteranion using 2c as substrate are: pyrrolidine (98:2 e.r.), dibenzylamine (97:3 e.r.), O,N-dimethylhydroxylamine (94:6 e.r.), and methylamine (90:10 e.r.). Other chiral phosphate and carboxylate counteranions have been studied but typically gave lower e.r. values. The full details of the catalyst screen will be reported in due course.
  • 26
    • 33746311426 scopus 로고    scopus 로고
    • "Optical active citronellal" (Rhone-Poulenc Industries S.A., Fr.), JP 78-80630, 1979
    • a) "Optical active citronellal" (Rhone-Poulenc Industries S.A., Fr.), JP 78-80630, 1979;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.