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Volumn , Issue 47, 2008, Pages 6405-6407

Gold catalysed reactions with cyclopropenes

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPROPENE DERIVATIVE; GOLD; PROPYLENE; UNCLASSIFIED DRUG;

EID: 57249104994     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b815891f     Document Type: Article
Times cited : (109)

References (32)
  • 6
    • 34547510627 scopus 로고    scopus 로고
    • The existence of gold carbenoid vs. cationic intermediates is still a matter of debate, see:
    • A. S. K. Hashmi Chem. Rev. 2007 107 3180
    • (2007) Chem. Rev. , vol.107 , pp. 3180
    • Hashmi, A.S.K.1
  • 19
    • 46049088039 scopus 로고    scopus 로고
    • and references cited therein When the reaction was repeated at a higher temperature of 60°C in DCE, the selectivity plummeted (1:1 of 2g:3g). Indeed, all the reactions shown in Table 1 should be run at ≤20°C to ensure good selectivities
    • Z. Zhang R. A. Widenhoefer Org. Lett. 2008 10 2079
    • (2008) Org. Lett. , vol.10 , pp. 2079
    • Zhang, Z.1    Widenhoefer, R.A.2
  • 20
    • 25444522675 scopus 로고    scopus 로고
    • Formation of tert-allylic alcohol from 3,3-dimethylcyclopropene-1,2- dicarboxylate and water is known with Pd(0), albeit in low selectivity. See:
    • N. Mézailles L. Richard F. Gagosz Org. Lett. 2005 7 4133
    • (2005) Org. Lett. , vol.7 , pp. 4133
    • Mézailles, N.1    Richard, L.2    Gagosz, F.3
  • 29
    • 35048842179 scopus 로고    scopus 로고
    • DFT studies on a related gold vinyl carbenoid species have shown that the C1-C2 and C2-C3 bonds are almost equally long, suggesting that the positive charge is highly delocalized in π orbitals of the conjugated system involving the Au, C1, C2 and C3 atoms; see:
    • C. H. M. Amijs V. López-Carrillo A. M. Echavarren Org. Lett. 2007 9 4021
    • (2007) Org. Lett. , vol.9 , pp. 4021
    • Amijs, C.H.M.1    López-Carrillo, V.2    Echavarren, A.M.3
  • 31
    • 84987344424 scopus 로고
    • Pd catalysed indene formation from related cyclopropenes have been proposed to occur via π-allylic complexes, see:
    • P. Müller C. Granicher Helv. Chim. Acta 1995 78 129
    • (1995) Helv. Chim. Acta , vol.78 , pp. 129
    • Müller, P.1    Granicher, C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.