Literature DB >> 28984462

Ir/Zn Dual Catalysis: Enantioselective and Diastereodivergent α-Allylation of Unprotected α-Hydroxy Indanones.

Rui He1, Penglin Liu1, Xiaohong Huo1, Wanbin Zhang1.   

Abstract

A one-step enantioselective and diastereodivergent α-allylation of unprotected α-hydroxy indanones has been developed using an Ir/Zn dual catalyst system; no additional base is required. The cyclic tertiary α-hydroxyketones containing vicinal stereocenters can be synthesized with excellent enantioselectivity (up to >99% ee) and good diastereoselectivity (up to 12:1 dr). By a simple choice of the appropriate chiral metal catalyst combination, all four product stereoisomers could be obtained from the same starting materials and under identical conditions.

Entities:  

Year:  2017        PMID: 28984462     DOI: 10.1021/acs.orglett.7b02577

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Stereodivergent Allylation of Azaaryl Acetamides and Acetates by Synergistic Iridium and Copper Catalysis.

Authors:  Xingyu Jiang; Philip Boehm; John F Hartwig
Journal:  J Am Chem Soc       Date:  2018-01-17       Impact factor: 15.419

2.  Asymmetric Allylic C-H Alkylation via Palladium(II)/ cis-ArSOX Catalysis.

Authors:  Wei Liu; Siraj Z Ali; Stephen E Ammann; M Christina White
Journal:  J Am Chem Soc       Date:  2018-08-17       Impact factor: 15.419

3.  Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles.

Authors:  Kun Yao; Qianjia Yuan; Xingxin Qu; Yangang Liu; Delong Liu; Wanbin Zhang
Journal:  Chem Sci       Date:  2018-12-04       Impact factor: 9.825

4.  Stereodivergent dehydrative allylation of β-keto esters using a Ru/Pd synergistic catalyst.

Authors:  Thien Phuc Le; Shinji Tanaka; Masahiro Yoshimura; Kazuhiko Sato; Masato Kitamura
Journal:  Nat Commun       Date:  2022-10-12       Impact factor: 17.694

5.  Iridium-catalyzed enantioselective direct vinylogous allylic alkylation of coumarins.

Authors:  Rahul Sarkar; Sankash Mitra; Santanu Mukherjee
Journal:  Chem Sci       Date:  2018-06-04       Impact factor: 9.825

  5 in total

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