Literature DB >> 22576362

Transition metal catalyzed nucleophilic allylic substitution: activation of allylic alcohols via π-allylic species.

Basker Sundararaju1, Mathieu Achard, Christian Bruneau.   

Abstract

Modern organic synthesis now requires efficient atom economical synthetic methods operating under greener pathways to achieve C-C and C-heteroatom bond formation. Direct activation of allylic alcohols in the presence of transition metal catalysts leading to electrophilic π-allyl metal intermediates represents such a promising target in the field of nucleophilic allylation reactions. During the last decade, this topic of recognized importance has become an emerging area, and selected transition metals, sometimes associated with alcohol activators, have brought elegant solutions for performing allylic substitution directly from alcohols in a regio, stereo and enantioselective manner.

Entities:  

Year:  2012        PMID: 22576362     DOI: 10.1039/c2cs35024f

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  23 in total

1.  Enantioselective Intramolecular Allylic Substitution via Synergistic Palladium/Chiral Phosphoric Acid Catalysis: Insight into Stereoinduction through Statistical Modeling.

Authors:  Cheng-Che Tsai; Christopher Sandford; Tao Wu; Buyun Chen; Matthew S Sigman; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-30       Impact factor: 15.336

2.  Vinylation of Benzylic Amines via C-N Bond Functionalization of Benzylic Pyridinium Salts.

Authors:  Weiye Guan; Jennie Liao; Mary P Watson
Journal:  Synthesis (Stuttg)       Date:  2018-06-08       Impact factor: 3.157

3.  Amphiphilic π-Allyliridium C,O-Benzoates Enable Regio- and Enantioselective Amination of Branched Allylic Acetates Bearing Linear Alkyl Groups.

Authors:  Arismel Tena Meza; Thomas Wurm; Lewis Smith; Seung Wook Kim; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  J Am Chem Soc       Date:  2018-01-19       Impact factor: 15.419

4.  Remote Allylation of Unactivated C(sp3)-H Bonds Triggered by Photogenerated Amidyl Radicals.

Authors:  Bin Xu; Uttam K Tambar
Journal:  ACS Catal       Date:  2019-04-16       Impact factor: 13.084

5.  Dehydration in water: frustrated Lewis pairs directly catalyzed allylization of electron-rich arenes and allyl alcohols.

Authors:  Hua Zhang; Xiao-Yu Zhan; Yu Dong; Jian Yang; Shuai He; Zhi-Chuan Shi; Xiao-Mei Zhang; Ji-Yu Wang
Journal:  RSC Adv       Date:  2020-04-30       Impact factor: 4.036

Review 6.  18F-labelled intermediates for radiosynthesis by modular build-up reactions: newer developments.

Authors:  Johannes Ermert
Journal:  Biomed Res Int       Date:  2014-06-23       Impact factor: 3.411

7.  Dual nickel and Lewis acid catalysis for cross-electrophile coupling: the allylation of aryl halides with allylic alcohols.

Authors:  Xue-Gong Jia; Peng Guo; Jicheng Duan; Xing-Zhong Shu
Journal:  Chem Sci       Date:  2017-11-06       Impact factor: 9.825

8.  Chirality Transfer in Gold(I)-Catalysed Direct Allylic Etherifications of Unactivated Alcohols: Experimental and Computational Study.

Authors:  Graeme Barker; David G Johnson; Paul C Young; Stuart A Macgregor; Ai-Lan Lee
Journal:  Chemistry       Date:  2015-08-06       Impact factor: 5.236

9.  Activation of alcohols with carbon dioxide: intermolecular allylation of weakly acidic pronucleophiles.

Authors:  Simon B Lang; Theresa M Locascio; Jon A Tunge
Journal:  Org Lett       Date:  2014-08-04       Impact factor: 6.005

10.  Rhodium-catalyzed asymmetric hydroamination and hydroindolation of keto-vinylidenecyclopropanes.

Authors:  Song Yang; Quan-Zhe Li; Chen Xu; Qin Xu; Min Shi
Journal:  Chem Sci       Date:  2018-05-11       Impact factor: 9.825

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.