Issue 18, 2018

Asymmetric Diels–Alder cycloadditions of benzofulvene-based 2,4-dienals via trienamine activation

Abstract

A new type of 2,4-dienal with α-substitutions and featuring a benzofulvene skeleton has been designed and utilised in asymmetric Diels–Alder cycloaddition reactions with 3-olefinic oxindoles under the trienamine catalysis of a chiral secondary amine. An array of chiral polyhydrofluorene frameworks with complex molecular structures are constructed efficiently, generally in fair to high yields with good diastereoselectivity and excellent enantioselectivity.

Graphical abstract: Asymmetric Diels–Alder cycloadditions of benzofulvene-based 2,4-dienals via trienamine activation

Supplementary files

Article information

Article type
Research Article
Submitted
02 Tem 2018
Accepted
07 Ağu 2018
First published
08 Ağu 2018

Org. Chem. Front., 2018,5, 2676-2679

Asymmetric Diels–Alder cycloadditions of benzofulvene-based 2,4-dienals via trienamine activation

J. Yue, G. Ran, X. Yang, W. Du and Y. Chen, Org. Chem. Front., 2018, 5, 2676 DOI: 10.1039/C8QO00653A

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements