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Volumn 74, Issue 10, 2009, Pages 3927-3929

Direct alkylative Passerini reaction of aldehydes, isocyanides, and free aliphatic alcohols catalyzed by indium(III) triflate

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC ALCOHOL; CHEMICAL EQUATIONS; GOOD YIELD; ISOCYANIDES; LEWIS ACID CATALYSTS; TRIFLATE; UNSATURATED ALDEHYDES;

EID: 65949115706     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo900354e     Document Type: Article
Times cited : (37)

References (36)
  • 6
    • 38049046061 scopus 로고    scopus 로고
    • For recent examples for enantioselective Passerini-type reaction, see
    • For recent examples for enantioselective Passerini-type reaction, see: (a) Wang, S.-X.; Wang, M.-X.; Wang, D.-X.; Zhu, J. Angew. Chem., Int. Ed. 2008, 47, 388-391.
    • (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 388-391
    • Wang, S.-X.1    Wang, M.-X.2    Wang, D.-X.3    Zhu, J.4
  • 11
    • 34548152325 scopus 로고    scopus 로고
    • For recent examples of isocyanide-based reactions, see
    • For recent examples of isocyanide-based reactions, see: (a) Tobisu, M.; Yamaguchi, S.; Chatani, N. Org. Lett. 2007, 9, 3351-3353.
    • (2007) Org. Lett. , vol.9 , pp. 3351-3353
    • Tobisu, M.1    Yamaguchi, S.2    Chatani, N.3
  • 21
    • 65949114037 scopus 로고    scopus 로고
    • In(III) Lewis Acids
    • Yamamoto, H., Ishihara, K., Eds.; Wiley-VCH: Weinheim, Germany
    • (a) Chua, G.-L.; Loh, T.-P. In(III) Lewis Acids. In Acid Catalysis in Modern Organic Synthesis; Yamamoto, H., Ishihara, K., Eds.; Wiley-VCH: Weinheim, Germany, 2008; Vol.1, pp 377-467.
    • (2008) Acid Catalysis in Modern Organic Synthesis , vol.1 , pp. 377-467
    • Chua, G.-L.1    Loh, T.-P.2
  • 23
    • 0037007745 scopus 로고    scopus 로고
    • For metal-triflate-catalyzed Passerini-type reactions, see
    • For metal-triflate-catalyzed Passerini-type reactions, see: (a) Xia, Q.; Ganem, B. Org. Lett. 2002, 4, 1631-1634.
    • (2002) Org. Lett. , vol.4 , pp. 1631-1634
    • Xia, Q.1    Ganem, B.2
  • 25
    • 0038369790 scopus 로고    scopus 로고
    • For metal-triflate-catalyzed Ugi reaction, see
    • For metal-triflate-catalyzed Ugi reaction, see: (a) Ireland, S. M.; Tye, H.; Whittaker, M. Tetrahedron Lett. 2003, 44, 4369-4371.
    • (2003) Tetrahedron Lett. , vol.44 , pp. 4369-4371
    • Ireland, S.M.1    Tye, H.2    Whittaker, M.3
  • 28
    • 0010990775 scopus 로고
    • It is known that reaction of acetals and isocyanides in the presence of acid catalysts gives R-alkoxy amides. See
    • It is known that reaction of acetals and isocyanides in the presence of acid catalysts gives R-alkoxy amides. See: (a) Mukaiyama, T.; Watanabe, K.; Shiono, M. Chem. Lett. 1974, 1457-1458.
    • (1974) Chem. Lett. , pp. 1457-1458
    • Mukaiyama, T.1    Watanabe, K.2    Shiono, M.3
  • 30
    • 65949117801 scopus 로고    scopus 로고
    • When the reaction of furfural 1g was carried out under method A conditions, 2g was obtained in 83% yield
    • When the reaction of furfural 1g was carried out under method A conditions, 2g was obtained in 83% yield,
  • 31
    • 65949091770 scopus 로고    scopus 로고
    • To the best of our knowledge, this is the first example of MPV reduction catalyzed by In(III) Lewis acid
    • To the best of our knowledge, this is the first example of MPV reduction catalyzed by In(III) Lewis acid.
  • 33
    • 2942610132 scopus 로고    scopus 로고
    • 3-catalyzed nucleophilic substitution of hydroxy group of 3a by 2-propanol
    • 3-catalyzed nucleophilic substitution of hydroxy group of 3a by 2-propanol. (a) Yasuda, M.; Saito, T.; Ueba, M.; Baba, A. Angew. Chem., Int. Ed. 2004, 43, 1414-1416.
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 1414-1416
    • Yasuda, M.1    Saito, T.2    Ueba, M.3    Baba, A.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.