Literature DB >> 21033664

Enantioselective copper-catalyzed intramolecular O-H insertion: an efficient approach to chiral 2-carboxy cyclic ethers.

Shou-Fei Zhu1, Xiao-Guang Song, Yu Li, Yan Cai, Qi-Lin Zhou.   

Abstract

A copper-catalyzed asymmetric intramolecular O-H insertion of ω-hydroxy-α-diazoesters has been accomplished by using chiral spiro bisoxazoline ligands. This highly enantioselective intramolecular O-H insertion reaction provides an efficient approach to a variety of synthetically important chiral 2-carboxy cyclic ethers with different ring sizes as well as substitution patterns.

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Year:  2010        PMID： 21033664     DOI： 10.1021/ja1078464

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  7 in total

1.  Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.

Authors:  Robert Connon; Brendan Roche; Balaji V Rokade; Patrick J Guiry
Journal:  Chem Rev       Date:  2021-05-21       Impact factor: 60.622

2.  Site-Selective and Stereoselective O-Alkylation of Glycosides by Rh(II)-Catalyzed Carbenoid Insertion.

Authors:  Jicheng Wu; Xiaolei Li; Xiaotian Qi; Xiyan Duan; Weston L Cracraft; Ilia A Guzei; Peng Liu; Weiping Tang
Journal:  J Am Chem Soc       Date:  2019-12-03       Impact factor: 15.419

3.  Highly stereoselective C-C bond formation by rhodium-catalyzed tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor carbenoids and chiral allylic alcohols.

Authors:  Zhanjie Li; Brendan T Parr; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2012-06-25       Impact factor: 15.419

4.  Rh-catalyzed intermolecular reactions of cyclic α-diazocarbonyl compounds with selectivity over tertiary C-H bond migration.

Authors:  Andrew DeAngelis; Olga Dmitrenko; Joseph M Fox
Journal:  J Am Chem Soc       Date:  2012-06-19       Impact factor: 15.419

5.  Facile synthesis of α-alkoxyl amides via scandium-catalyzed oxidative reaction between ynamides and alcohols.

Authors:  Zhi-Xin Zhang; Bo-Han Zhu; Pei-Xi Xie; Jia-Qi Tang; Xin-Ling Li; Chunyin Zhu; Ying-Wu Yin; Long-Wu Ye
Journal:  RSC Adv       Date:  2018-05-18       Impact factor: 4.036

6.  Scope and mechanistic analysis of the enantioselective synthesis of allenes by rhodium-catalyzed tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor carbenoids and propargylic alcohols.

Authors:  Zhanjie Li; Vyacheslav Boyarskikh; Jørn H Hansen; Jochen Autschbach; Djamaladdin G Musaev; Huw M L Davies
Journal:  J Am Chem Soc       Date:  2012-09-11       Impact factor: 15.419

7.  Highly Efficient Cascade Reaction for Selective Formation of Spirocyclobutenes from Dienallenes via Palladium-Catalyzed Oxidative Double Carbocyclization-Carbonylation-Alkynylation.

Authors:  Youai Qiu; Bin Yang; Can Zhu; Jan-E Bäckvall
Journal:  J Am Chem Soc       Date:  2016-10-13       Impact factor: 15.419
  7 in total

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