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.)
Reductive umpolung for asymmetric synthesis of chiral α-allenic alcohols.
Chemical Communications ( IF 4.9 ) Pub Date : 2020-05-27 , DOI: 10.1039/d0cc02619k
Yui Kondo 1 , Kazunori Nagao , Hirohisa Ohmiya
Affiliation  

In this communication, we report a chiral copper/NHC-catalyzed reaction between aromatic aldehydes and propargylic phosphates using a silylboronate, providing enantioenriched chiral α-allenic alcohols with complete regioselectivity and moderate to high enantioselectivity. The reaction pathway involves the catalytic formation of a nucleophilic α-alkoxylalkylcopper(I) species from aldehydes followed by its SN2′ type substitution reaction with propargylic phosphates.

中文翻译:

用于手性α-烯丙醇的不对称合成的还原性酚醛树脂。

在此交流中,我们报告了使用甲硅烷基硼酸酯的芳香醛与炔丙基磷酸酯之间的手性铜/ NHC催化反应,可提供对映体富集的手性α-烯丙醇,具有完全的区域选择性和中等至高的对映选择性。反应途径涉及亲核α-alkoxylalkylcopper(的催化形成)物种从醛随后及其S- Ñ与炔丙基磷酸酯2'类型的取代基的反应。
更新日期:2020-07-07
down
wechat
bug