PALLADIUM CATALYSIS AS A MEANS FOR PROMOTING THE ALLYLIC C-ALKYLATION OF NITRO-COMPOUNDS

PALLADIUM CATALYSIS AS A MEANS FOR PROMOTING THE ALLYLIC C-ALKYLATION OF NITRO-COMPOUNDS
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DOI:
10.1021/jo00341a040
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发表时间:
1982-01-01
影响因子:
3.6
通讯作者:
HARDINGER, SA
HARDINGER, SA
中科院分区:
化学2区
文献类型:
--
作者:
WADE, PA;MORROW, SD;HARDINGER, SA

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(8)Fiaud,JC; Malleron,J. L. Tetrahedron Lett. 1981年1399年Trost,B. M.; Schmuff,N. R.同上,1981年,2999年。丁酸酯和2-硝基丙烷,两种体积较大的亲核试剂。另一方面,苯基硝基甲烷尽管其大小,但提供了相当大的内部烷基化,硝基乙酸乙酯强烈倾向于末端位置,即使它不是特别庞大。显然,相对异构体比例取决于几个因素,而不仅仅是由于亲核体的大小。
(8) Fiaud, JC; Malleron, J. L. Tetrahedron Lett. 1981, 1399. How-ever, see: Trost, B. M.; Schmuff, N. R. Ibid. 1981, 2999. butanoate and 2-nitropropane, two of the bulkier nucleophiles. On the other hand, phenylnitromethane gives considerable internal alkylation despite its size, and ethyl nitroacetate strongly favors the terminal position even though it is not particularly bulky. Clearlythe relative isomer ratio depends on several factors and is not simply due to nucleophile size.