醛的形式不对称 α-烯丙基化反应及其在形成α-外亚甲基-γ-丁内酯和缺电子二烯合成中的应用。
Formal Asymmetric α-Alkenylation of Aldehydes and the Synthetic Application toward Forming α-exo-Methylene-γ-butyrolactones and Skipped Dienes.
机构信息
Department of Chemistry, Aarhus University , Langelandsgade 140, DK-8000 Aarhus C, Denmark.
出版信息
Org Lett. 2017 Mar 3;19(5):1200-1203. doi: 10.1021/acs.orglett.7b00254. Epub 2017 Feb 23.
PMID:28230372
Abstract
A formal asymmetric α-alkenylation of aldehydes is reported based on the organocatalytic reaction of aldehydes with nitroacrylates. The reaction proceeds in a one-pot manner forming the products with up to 77% yield and up to >99% ee. This strategy is also successfully applied for the synthesis of α-exo-methylene-γ-butyrolactones and skipped diene scaffolds in a highly enantioselective manner.
摘要
本文报道了一种基于醛与硝基丙烯酸酯的有机催化反应的醛的不对称 α-烯丙基化的新方法。该反应以一锅法进行，产物收率高达 77%，对映选择性高达>99%。该策略还成功地应用于高度对映选择性地合成α-外亚甲基-γ-丁内酯和缺电子二烯骨架。
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