Chiral amino alcohol-mediated asymmetric conjugate addition of arylalkynes to nitroolefins.

Chiral amino alcohol-mediated asymmetric conjugate addition of arylalkynes to nitroolefins.
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DOI:
10.1021/ol050643p
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发表时间:
2005-05
期刊:
影响因子:
5.2
通讯作者:
M. Yamashita;Ken‐ichi Yamada;K. Tomioka
M. Yamashita;Ken‐ichi Yamada;K. Tomioka
中科院分区:
化学1区
文献类型:
--
作者:
M. Yamashita;Ken‐ichi Yamada;K. Tomioka

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[反应:以二甲基锌(或二乙基锌)和(1 R,2 R)-2-(二甲氨基)-1,2-二苯基乙醇为催化剂,在甲苯中进行了硝基烯烃与芳基炔的不对称反应,得到了对映体过量高达99%的共轭炔基化产物。0.03当量galvinoxyl的存在提高了反应产率。
[reaction: see text] The asymmetric reaction of nitroolefins with arylalkynes was mediated by dimethylzinc (or diethylzinc) and (1R,2R)-2-(dimethylamino)-1,2-diphenylethanol in toluene to provide the corresponding conjugate alkynylation products with high enantiomeric excess of up to 99% in good yields. The presence of 0.03 equiv of galvinoxyl improved the reaction yield.