Terminal Alkyne-Ethylene Cross-Metathesis: Reaction of 1-Substituted Propargyl Esters at Elevated Ethylene Pressure.

Terminal Alkyne-Ethylene Cross-Metathesis: Reaction of 1-Substituted Propargyl Esters at Elevated Ethylene Pressure.
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末端炔烃-乙烯交叉复分解:1-取代的炔丙酯在升高的乙烯压力下的反应。

DOI:
10.1021/jo9916941
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发表时间:
2000
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Diver
Diver
中科院分区:
--
文献类型:
--
作者:
Smulik;Diver

文献摘要

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取代的炔丙酯在环境压力下能够抵抗完全的乙烯交叉复分解,在高压(4atm)下与乙烯进行交叉复分解,以良好到优异的收率得到2-取代的丁二烯。通过仲丙醇的酶促动力学拆分获得的对映体丰富的丙炔乙酸酯,同样经历了乙烯复分解,并保留了手性中心的立体化学。
Substituted propargylic esters, resistant to complete ethylene cross-metathesis at ambient pressure, underwent cross-metathesis with ethylene at elevated pressure (4 atm) to give 2-substituted butadienes in good to excellent yields. Enantioenriched propargylic acetates, obtained through enzymatic kinetic resolution of secondary propargyl alcohols, similarly underwent ethylene metathesis with retention of stereochemistry at the chiral center.