Three-Component, Diastereoselective Synthesis of Highly Functionalized Indane Derivatives Based on an Anionic Domino Sequence from α-Nitroketones

Three-Component, Diastereoselective Synthesis of Highly Functionalized Indane Derivatives Based on an Anionic Domino Sequence from α-Nitroketones
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DOI:
10.1055/s-0030-1258048
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发表时间:
2010-10-01
期刊:
影响因子:
2
通讯作者:
Carlos Menendez, J.
Carlos Menendez, J.
中科院分区:
化学4区
文献类型:
--
作者:
Giorgi, Giorgio;Arroyo, Francisco J.;Carlos Menendez, J.

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在DBU存在下,以四氢呋喃和水为溶剂,七元或八元环状α-硝基酮和芳香族1,2-二醛反应,一锅法,非对映选择性地合成了具有三个相邻立构中心的2-硝基茚满-1,2-二醇,其中一个为季中心。
The reaction between seven- or eight-membered cyclic alpha-nitroketones and aromatic 1,2-dialdehydes in the presence of DBU, with tetrahydrofuran containing some water as solvent, afforded 2-nitroindane-1,2-diols with three contiguous stereocenters, one of which is quaternary, in a one-pot, diastereoselective fashion.