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Volumn 52, Issue 41, 2013, Pages 10780-10783

Controlling the molecular topology of vinylogous iminium ions by logical substrate design: Highly regio- and stereoselective aminocatalytic 1,6-addition to linear 2,4-dienals

Author keywords

cascade catalysis; chemoselectivity; conformational analysis; heterocycles; spiro compounds

Indexed keywords

CHEMO-SELECTIVITY; CONFORMATIONAL ANALYSIS; HETEROCYCLES; MOLECULAR TOPOLOGIES; SPIRO COMPOUNDS; SUBSTRATE DESIGN; TETRA-HYDROFURAN; TOPOLOGY CONTROL;

EID: 84885099667     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201305870     Document Type: Article
Times cited : (107)

References (54)
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    • (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 989
  • 19
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    • Angew. Chem. Int. Ed. 2013, 52, 5360. For a recent example from another research laboratory, see
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    • C. Grondal, M. Jeanty, D. Enders, Nat. Chem. 2010, 2, 167. For selected examples of organocascade approaches to accessing spirooxindoles, see
    • (2010) Nat. Chem. , vol.2 , pp. 167
    • Grondal, C.1    Jeanty, M.2    Enders, D.3
  • 34
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    • D. Uraguchi, K. Yoshioka, Y. Ueki, T. Ooi, J. Am. Chem. Soc. 2012, 134, 19370. An iminium ion catalyzed, intramolecular 1,6-oxa-addition has been used in the total synthesis of (+)-dactylodide
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 19370
    • Uraguchi, D.1    Yoshioka, K.2    Ueki, Y.3    Ooi, T.4
  • 47
    • 84886610132 scopus 로고    scopus 로고
    • CCDC 947750 (3 b), 947751 (3 k), and 953544 (7 a) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
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    • M. Charton, J. Am. Chem. Soc. 1975, 97, 3694. For recent examples on the use of steric parameters to correlate the substituent size of a ligand with the enantioselectivity of a catalytic reaction, see
    • (1975) J. Am. Chem. Soc. , vol.97 , pp. 3694
    • Charton, M.1
  • 54
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    • For a pertinent precedent on the use of the trimethylsilyl group as a removable stereocontrol element in intramolecular Diels-Alder reactions, see:, R. K. Boeckman, Jr., T. E. Barta, J. Org. Chem. 1985, 50, 3421. We are indebted to one of the referees for drawing our attention to this paper.
    • (1985) J. Org. Chem. , vol.50 , pp. 3421
    • Boeckman Jr., R.K.1    Barta, T.E.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.