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Volumn 50, Issue 16, 2011, Pages 3774-3779

Asymmetric one-pot four-component coupling reaction: Synthesis of substituted tetrahydropyrans catalyzed by diphenylprolinol silyl ether

Author keywords

Asymmetric synthesis; Domino reactions; Michael addition; Multicomponent reactions; Organocatalysis

Indexed keywords

ASYMMETRIC SYNTHESIS; DOMINO REACTIONS; MICHAEL ADDITION; MULTI-COMPONENT REACTIONS; ORGANOCATALYSIS;

EID: 79953709139     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201005386     Document Type: Article
Times cited : (68)

References (66)
  • 10
    • 11144263200 scopus 로고    scopus 로고
    • For selected reviews on organocatalysis, see
    • For selected reviews on organocatalysis, see: a) P. I. Dalko, L. Moisan, Angew. Chem. 2004, 116, 5248;
    • (2004) Angew. Chem. , vol.116 , pp. 5248
    • Dalko, P.I.1    Moisan, L.2
  • 39
  • 49
  • 64
    • 77149127044 scopus 로고    scopus 로고
    • recently Barbas and co-workers reported similar chemistry, in which tetrahydropyranols with talo and manno configurations were synthesized by an anti Michael reaction using a chiral thiourea catalyst. We synthesized tetrahydropyranols with gluco and galacto configurations because diphenylprolinol silyl ether affords the syn-Michael product. Thus, these two methods are complementary, see
    • b) K. Jiang, Z.-J. Jia, S. Chen, L. Wu, Y.-C. Chen, Chem. Eur. J. 2010, 16, 2852; recently Barbas and co-workers reported similar chemistry, in which tetrahydropyranols with talo and manno configurations were synthesized by an anti Michael reaction using a chiral thiourea catalyst. We synthesized tetrahydropyranols with gluco and galacto configurations because diphenylprolinol silyl ether affords the syn-Michael product. Thus, these two methods are complementary, see;
    • (2010) Chem. Eur. J. , vol.16 , pp. 2852
    • Jiang, K.1    Jia, Z.-J.2    Chen, S.3    Wu, L.4    Chen, Y.-C.5
  • 66
    • 77954117971 scopus 로고    scopus 로고
    • We recently found that the polymeric form of ethyl glyoxylate could be used without pyrolysis in an asymmetric, direct aldol reaction catalyzed by an organocatalyst. See
    • We recently found that the polymeric form of ethyl glyoxylate could be used without pyrolysis in an asymmetric, direct aldol reaction catalyzed by an organocatalyst. See: T. Urushima, Y. Yasui, H. Ishikawa, Y. Hayashi, Org. Lett. 2010, 12, 2966.
    • (2010) Org. Lett. , vol.12 , pp. 2966
    • Urushima, T.1    Yasui, Y.2    Ishikawa, H.3    Hayashi, Y.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.