期刊
ACS CATALYSIS
卷 6, 期 5, 页码 3349-3353出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.6b00739
关键词
C-H activation; oxepine; cycloaddition; palladium; allene
资金
- Spanish MINECO grant [SAF2013-41943-R]
- ERDF
- European Research Council [340055]
- Xunta de Galicia [GRC2013-041, 2015-CP082]
- Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior (CAPES, Brazil)
2-Alkenylphenols react with allenes, upon treatment with catalytic amounts of Pd(II) and Cu(II), to give benzoxepine products in high yields and with very good regio- and diastereoselectivities. This contrasts with the results obtained with Rh catalysts, which provided chromene-like products through a pathway involving a beta-hydrogen elimination step. Computational studies suggest that the square planar geometry of the palladium is critical to favor the reductive elimination process required for the formation of the oxepine products.
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