Catalytic enantioselective ene-type reactions of vinylogous hydrazone: construction of α-methylene-γ-butyrolactone derivatives†,Chemical Communications

当前位置： X-MOL 学术 › Chem. Commun. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Catalytic enantioselective ene-type reactions of vinylogous hydrazone: construction of α-methylene-γ-butyrolactone derivatives†
Chemical Communications ( IF 4.3 ) Pub Date : 2018-10-13 00:00:00 , DOI: 10.1039/c8cc07567k
Hang Zhang _{1,

2,

3,

4,

5} , Qian Yao _{1,

2,

3,

4,

5} , Weidi Cao _{1,

2,

3,

4,

5} , Shulin Ge _{1,

2,

3,

4,

5} , Jinxiu Xu _{1,

2,

3,

4,

5} , Xiaohua Liu _{1,

2,

3,

4,

5} , Xiaoming Feng _{1,

2,

3,

4,

5}

Affiliation

The catalytic asymmetric ene-type reactions of vinylogous hydrazone were accomplished by using chiral N,N′-dioxide–metal salt complexes as catalysts. A wide range of electrophiles, including isatins, α-ketoester, imines, and aldehydes reacted with (E)-2-methyl-N-(piperidin-1-yl)prop-2-en-1-imine efficiently, affording the corresponding homoallylic alcohols and amines in high yields (up to 99%) with excellent ee values (up to 99%). The methodology provided a convenient way to synthesize bioactive chiral α-methylene-γ-butyrolactone derivatives.

中文翻译：

乙烯基的催化对映选择性烯类反应：α-亚甲基-γ-丁内酯衍生物的构建†

乙烯基ous的催化不对称烯型反应是通过使用手性N，N'-二氧化物-金属盐络合物作为催化剂来完成的。各种各样的亲电子试剂，包括靛红，α-酮酸酯，亚胺和醛，可以与（E）-2-甲基-N-（哌啶-1-基）丙-2-烯-1-亚胺有效地反应，得到相应的均丙醇和胺，收率高（高达99％），具有出色的ee值（高达99％）。该方法提供了合成生物活性手性α-亚甲基-γ-丁内酯衍生物的简便方法。

更新日期：2018-10-13

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11