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Volumn 132, Issue 26, 2010, Pages 9153-9156

Iridium-catalyzed anti -diastereo- and enantioselective carbonyl (Trimethylsilyl)allylation from the alcohol or aldehyde oxidation level

Author keywords

[No Author keywords available]

Indexed keywords

2-PROPANOL; [CARBONYL; ALCOHOL OXIDATION; ALLYL ACETATE; ALLYLATIONS; ALLYLIC ALCOHOL; ALLYLIC TRANSPOSITION; DESILYLATION; DIASTEREO-SELECTIVITY; ENANTIOSELECTIVE; ISOLATED YIELD; NITROBENZOIC ACIDS; OXIDATION LEVEL; PRECATALYSTS; REACTION CONDITIONS; SEGPHOS; SYNTHETIC UTILITY; TRANSFER HYDROGENATIONS; TRIMETHYLSILYL;

EID: 77954263506     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja103299f     Document Type: Article
Times cited : (55)

References (63)
  • 6
    • 43949139260 scopus 로고    scopus 로고
    • For enantioselective carbonyl allylation, crotylation, and reverse prenylation via iridium-catalyzed C-C bond-forming transfer hydrogenation, see: Kim, I. S., Ngai, M.-Y., and Krische, M. J. J. Am. Chem. Soc. 2008, 130, 6340
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 6340
    • Kim, I.S.1    Ngai, M.-Y.2    Krische, M.J.3
  • 14
    • 65749119407 scopus 로고    scopus 로고
    • For a recent application in total synthesis, see
    • For a recent application in total synthesis, see Harsh, P. and ODoherty, G. A. Tetrahedron 2009, 65, 5051
    • (2009) Tetrahedron , vol.65 , pp. 5051
    • Harsh, P.1    Odoherty, G.A.2
  • 16
    • 77249172706 scopus 로고    scopus 로고
    • For enantioselective carbonyl (hydroxy)allylation and (hydroxymethyl)allylation via iridium-catalyzed C-C bond-forming transfer hydrogenation, see: Han, S. B., Han, H., and Krische, M. J. J. Am. Chem. Soc. 2010, 132, 1760
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 1760
    • Han, S.B.1    Han, H.2    Krische, M.J.3
  • 18
    • 0020173674 scopus 로고
    • For selected reviews on enantioselective carbonyl allylation and crotylation, see: Hoffmann, R. W. Angew. Chem., Int. Ed. Engl. 1982, 21, 555
    • (1982) Angew. Chem., Int. Ed. Engl. , vol.21 , pp. 555
    • Hoffmann, R.W.1
  • 26
    • 0000155207 scopus 로고    scopus 로고
    • For single crystal x-ray diffraction analysis of a closely related ortho -cyclometalated iridium π-allyl complex modified by (S)-SEGPHOS, see ref 2d
    • Saito, T., Yokozawa, T., Ishizaki, T., Moroi, T., Sayo, N., Miura, T., and Kumobayashi, H. Adv. Synth. Catal 2001, 343, 264. For single crystal x-ray diffraction analysis of a closely related ortho -cyclometalated iridium π-allyl complex modified by (S)-SEGPHOS, see ref 2d
    • (2001) Adv. Synth. Catal , vol.343 , pp. 264
    • Saito, T.1    Yokozawa, T.2    Ishizaki, T.3    Moroi, T.4    Sayo, N.5    Miura, T.6    Kumobayashi, H.7
  • 27
    • 0001981535 scopus 로고
    • A modification of this literature protocol was used to prepare α-(trimethylsilyl)allyl acetate. See Supporting Information for experimental details
    • Danheiser, R. L., Fink, D. M., Okano, K., Tsai, Y.-M., and Szczepanski, S. W. Org. Synth. 1988, 66, 14. A modification of this literature protocol was used to prepare α-(trimethylsilyl)allyl acetate. See Supporting Information for experimental details
    • (1988) Org. Synth. , vol.66 , pp. 14
    • Danheiser, R.L.1    Fink, D.M.2    Okano, K.3    Tsai, Y.-M.4    Szczepanski, S.W.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.