Catalytic asymmetric epoxidation of α,β-unsaturated esters using an yttrium-biphenyidiol complex

Catalytic asymmetric epoxidation of α,β-unsaturated esters using an yttrium-biphenyidiol complex
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DOI:
10.1021/ja052466t
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发表时间:
2005-06-29
影响因子:
15
通讯作者:
Shibasaki, M
Shibasaki, M
中科院分区:
化学1区
文献类型:
--
作者:
Kakei, H;Tsuji, R;Shibasaki, M

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我们使用2 - 10 mol %的钇-手性联苯二醇催化剂,通过氧化剂的共轭加成,成功地进行了α,β-不饱和酯的催化不对称环氧化反应。各种含β-芳基和β-烷基取代基的底物都能有效地环氧化,得到相应的α,β-环氧酯,产率高达97%,ee值为99%。
We succeeded in a catalytic asymmetric epoxidation reaction of α,β-unsaturated esters via a conjugate addition of an oxidant using 2−10 mol % of the yttirium-chiral biphenyldiol catalyst. A variety of substrates with β-aryl and β-alkyl substituents were epoxidized efficiently, yielding the corresponding α,β-epoxy esters in up to 97% yield and 99% ee.