Literature DB >> 28289737

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

Ji Zhou1, Mao-Lin Wang2, Xiang Gao3, Guo-Fang Jiang2, Yong-Gui Zhou3.   

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.

Entities:  

Year:  2017        PMID： 28289737     DOI： 10.1039/c7cc01072a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  4 in total

1.  Formal (4 + 1)-Addition of Allenoates to o-Quinone Methides.

Authors:  Katharina Zielke; Mario Waser
Journal:  Org Lett       Date:  2018-01-19       Impact factor: 6.005

2.  Straightforward Synthesis of Bifunctional Phosphorus Phenols via Phosphination of In Situ Generated o-Quinone Methides.

Authors:  Zhangpei Chen; Qinglong Shi; Gongshu Wang; Siwen Chen; Jianshe Hu
Journal:  Molecules       Date:  2018-05-23       Impact factor: 4.411

3.  Enantioselective one-pot synthesis of 4H-chromene derivatives catalyzed by a chiral Ni(ii) complex.

Authors:  Xuan Yu; Wenjie Lan; Jiaqi Li; Hui Bai; Zhaohai Qin; Bin Fu
Journal:  RSC Adv       Date:  2020-12-16       Impact factor: 4.036

4.  Diastereoselective synthesis of CF3-dihydrobenzofurans by [4+1] annulation of in situ-generated CF3-o-quinone methides and sulfur ylides.

Authors:  Babli K Jha; Jaggaraju Prudhviraj; Prathama S Mainkar; Nagender Punna; Srivari Chandrasekhar
Journal:  RSC Adv       Date:  2020-10-20       Impact factor: 4.036
  4 in total

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