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Volumn 2015, Issue 18, 2015, Pages 3923-3934

Route to Quaternary Oxaprolinol Derivatives as Masked Precursors of Disubstituted β3,β3-Amino Aldehyde

Author keywords

Amino aldehydes; Asymmetric synthesis; Chemoselectivity; Chiral auxiliaries; Cycloaddition; Quaternary center

Indexed keywords


EID: 85027918648     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201500339     Document Type: Article
Times cited : (5)

References (57)
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    • Eds.:, S. Kobayashi, K. A. Jørgensen Wiley-VCH, Weinheim, Germany, chapter 6
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  • 3
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    • Eds.:, S. Kobayashi, K. A. Jørgensen Wiley-VCH, Weinheim, Germany, chapter 7
    • S. Kanemasa, in: Cycloaddition Reactions in Organic Synthesis (Eds.:, S. Kobayashi, K. A. Jørgensen), Wiley-VCH, Weinheim, Germany, 2002; chapter 7, p. 249-300.
    • (2002) Cycloaddition Reactions in Organic Synthesis , pp. 249-300
    • Kanemasa, S.1
  • 7
    • 68349099896 scopus 로고    scopus 로고
    • For recent examples of total synthesis including a 1,3-DC as key-step, see
    • A. Brandi, F. Cardona, S. Cicchi, F. M. Cordero, A. Goti, Chem. Eur. J. 2009, 15, 7808-7821. For recent examples of total synthesis including a 1,3-DC as key-step, see
    • (2009) Chem. Eur. J. , vol.15 , pp. 7808-7821
    • Brandi, A.1    Cardona, F.2    Cicchi, S.3    Cordero, F.M.4    Goti, A.5
  • 31
    • 61349198838 scopus 로고    scopus 로고
    • [5a,5c]) and proved to favor the formation of trans isoxazolidines in thermal 1,3-DC reactions involving vinyl ethers as the dipolarophile, as a result of a preferred exo-approach. See.
    • [5a,5c]) and proved to favor the formation of trans isoxazolidines in thermal 1,3-DC reactions involving vinyl ethers as the dipolarophile, as a result of a preferred exo-approach. See:, T. B. Nguyen, A. Martel, R. Dhal, G. Dujardin, Org. Lett. 2008, 10, 4493-4496.
    • (2008) Org. Lett. , vol.10 , pp. 4493-4496
    • Nguyen, T.B.1    Martel, A.2    Dhal, R.3    Dujardin, G.4
  • 45
    • 33646118999 scopus 로고    scopus 로고
    • for intramolecular version of cycloaddition involving a cyclic ester-nitrone, see:, and references cited therein.
    • for intramolecular version of cycloaddition involving a cyclic ester-nitrone, see:, R. E. Looper, M. T. C. Runnegar, R. M. Williams, Tetrahedron 2006, 62, 4549-4562, and references cited therein.
    • (2006) Tetrahedron , vol.62 , pp. 4549-4562
    • Looper, R.E.1    Runnegar, M.T.C.2    Williams, R.M.3
  • 53
    • 33745956417 scopus 로고    scopus 로고
    • references cited therein. For other nonepimerizable β-amino-aldehydes obtained by a cycloaddition method, see for example
    • C. Ganneau, A. Moulin, L. Demange, J. Martinez, J.-A. Fehrentz, J. Pept. Sci. 2006, 12, 497-501 and references cited therein. For other nonepimerizable β-amino-aldehydes obtained by a cycloaddition method, see for example
    • (2006) J. Pept. Sci. , vol.12 , pp. 497-501
    • Ganneau, C.1    Moulin, A.2    Demange, L.3    Martinez, J.4    Fehrentz, J.-A.5
  • 57
    • 0037147938 scopus 로고    scopus 로고
    • Other electron-poor dipolarophiles as acrolein or crotonaldehyde were tested and gave mixtures of regioisomers (3,5 vs. 3,4), see for example.
    • Other electron-poor dipolarophiles as acrolein or crotonaldehyde were tested and gave mixtures of regioisomers (3,5 vs. 3,4), see for example:, S. Kanemasa, N. Ueno, M. Shirahase, Tetrahedron Lett. 2002, 43, 657-660.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 657-660
    • Kanemasa, S.1    Ueno, N.2    Shirahase, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.