Bifunctional squaramide-catalyzed synthesis of chiral dihydrocoumarins via ortho-quinone methides generated from 2-(1-tosylalkyl)phenols.

There is no author summary for this article yet. Authors can add summaries to their articles on ScienceOpen to make them more accessible to a non-specialist audience.

Abstract

A bifunctional squaramide-catalyzed reaction of azlactones with o-quinone methides in situ generated from 2-(1-tosylalkyl)-phenols has been successfully developed under basic conditions, providing an efficient and mild access to chiral dihydrocoumarins bearing adjacent tertiary and quaternary stereogenic centers in high yields with excellent diastereo- and enantioselectivities.

Related collections

Author and article information

Journal

Journal ID (iso-abbrev): Chem Commun (Camb)

Title: Chemical communications (Cambridge, England)

Publisher: Royal Society of Chemistry (RSC)

ISSN (Electronic): 1364-548X

ISSN (Print): 1359-7345

Publication date (Electronic): Mar 23 2017

Volume: 53

Issue: 25

Affiliations

[1 ] State Key Lab of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. China. gfjiang@hnu.edu.cn and State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. China. ygzhou@dicp.ac.cn.

[2 ] State Key Lab of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. China. gfjiang@hnu.edu.cn.

[3 ] State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. China. ygzhou@dicp.ac.cn.

Article

DOI: 10.1039/c7cc01072a

PubMed ID: 28289737

SO-VID: 28196208-f6c3-4f79-b72e-c69a5e33fe7a

History

Data availability:

Comments

Comment on this article

scite_

Cited by 5

See all cited by