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Volumn 51, Issue 12, 2012, Pages 2972-2976

Diastereo- and enantioselective iridium-catalyzed carbonyl propargylation from the alcohol or aldehyde oxidation level: 1,3-enynes as allenylmetal equivalents

Author keywords

enantioselectivity; homogeneous catalysis; iridium; propargylation; transfer hydrogenation

Indexed keywords

CARBONYL PROPARGYLATION; CHIRALITY TRANSFER; CONJUGATED ENYNES; ENANTIOSELECTIVE; HOMOGENEOUS CATALYSIS; IRIDIUM CATALYST; OXIDATION LEVEL; PROPARGYLATION; REDUCTANTS; SEGPHOS; TRANSFER HYDROGENATIONS;

EID: 84858166704     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201200239     Document Type: Article
Times cited : (85)

References (68)
  • 8
    • 0003627206 scopus 로고
    • (Ed.: S. Patai), Wiley, New York
    • For selected reviews encompassing carbonyl propargylation employing allenylmetal reagents, see: a)J.-L. Moreau, in The Chemistry of Ketenes, Allenes and Related Compounds (Ed.:, S. Patai,), Wiley, New York, 1980, pp. 363-414
    • (1980) The Chemistry of Ketenes, Allenes and Related Compounds , pp. 363-414
    • Moreau, J.-L.1
  • 18
    • 0000119743 scopus 로고
    • For enantioselective aldehyde propargylation employing chiral allenyltin reagents, see.
    • For enantioselective aldehyde propargylation employing chiral allenyltin reagents, see:, N. Minowa, T. Mukaiyama, Bull. Chem. Soc. Jpn. 1987, 60, 3697-3704.
    • (1987) Bull. Chem. Soc. Jpn. , vol.60 , pp. 3697-3704
    • Minowa, N.1    Mukaiyama, T.2
  • 19
    • 0001137591 scopus 로고
    • Allenyltin Reagents
    • For enantioselective propargylation employing axially chiral allenyltin, allenylboron, allenylsilicon, and allenylzinc reagents, see: Allenyltin Reagents:, J. A. Marshall, X.-J. Wang, J. Org. Chem. 1991, 56, 3211-3213
    • (1991) J. Org. Chem. , vol.56 , pp. 3211-3213
    • Marshall, J.A.1    Wang, X.-J.2
  • 20
  • 27
    • 0037433942 scopus 로고    scopus 로고
    • For enantioselective propargylation employing chiral allenylindium reagents, see:a) T.-P. Loh, M.-J. Lin, K.-L. Tan, Tetrahedron Lett. 2003, 44, 507-509
    • (2003) Tetrahedron Lett. , vol.44 , pp. 507-509
    • Loh, T.-P.1    Lin, M.-J.2    Tan, K.-L.3
  • 30
    • 0028053497 scopus 로고
    • For Lewis acid/base catalyzed enantioselective propargylation employing allenyltin reagents, see:a) G. E. Keck, D. Krishnamurthy, X. Chen, Tetrahedron Lett. 1994, 35, 8323-8324
    • (1994) Tetrahedron Lett. , vol.35 , pp. 8323-8324
    • Keck, G.E.1    Krishnamurthy, D.2    Chen, X.3
  • 34
  • 37
    • 0032555625 scopus 로고    scopus 로고
    • For Lewis acid/base catalyzed enantioselective carbonyl propargylation employing allenylsilicon reagents, see:a) K. Iseki, Y. Kuroki, Y. Kobayashi, Tetrahedron: Asymmetry 1998, 9, 2889-2894
    • (1998) Tetrahedron: Asymmetry , vol.9 , pp. 2889-2894
    • Iseki, K.1    Kuroki, Y.2    Kobayashi, Y.3
  • 44
    • 79961086827 scopus 로고    scopus 로고
    • For H-bond donor or Brønsted acid catalyzed enantioselective propargylation employing allenylboron reagents, see:a) D. S. Barnett, S. E. Schaus, Org. Lett. 2011, 13, 4020-4023
    • (2011) Org. Lett. , vol.13 , pp. 4020-4023
    • Barnett, D.S.1    Schaus, S.E.2
  • 46
    • 84863011869 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2012, 51, 1391-1394
    • (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 1391-1394
  • 47
    • 84857209656 scopus 로고    scopus 로고
    • DOI: 10.1021/ol300075n
    • L. R. Reddy, Org. Lett. 2012, DOI: 10.1021/ol300075n.
    • (2012) Org. Lett
    • Reddy, L.R.1
  • 55
    • 1842788947 scopus 로고    scopus 로고
    • For related rhodium-catalyzed reductive coupling of 1,3-enynes to carbonyl compounds and imines, see: a)H.-Y. Jang, R. R. Huddleston, M. J. Krische, J. Am. Chem. Soc. 2004, 126, 4664-4668
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 4664-4668
    • Jang, H.-Y.1    Huddleston, R.R.2    Krische, M.J.3
  • 64
    • 48149091798 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 5220-5223.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 5220-5223


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.