Literature DB >> 17580892

Cationic Pd(II)-catalyzed enantioselective cyclization of aroylmethyl 2-alkynoates initiated by carbopalladation of alkynes with arylboronic acids.

Juan Song1, Qi Shen, Fan Xu, Xiyan Lu.   

Abstract

A cationic palladium(II)-catalyzed enantioselective intramolecular addition of vinylpalladium species to ketones initiated by the carbopalladation of alkynoates under mild conditions without a Pd(II)/Pd(0) redox system was developed with high yield and enantioselectivity. This cascade reaction provides an efficient method for the construction of optically active hydroxylactones.

Entities:  

Year:  2007        PMID： 17580892     DOI： 10.1021/ol0711772

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


  8 in total

1.  Highly stereoselective synthesis of (Z)- and (E)-chloro-substituted-α-methylene-γ-butyrolactone by possibly controlling cis- and trans-chloropalladation.

Authors:  Yi Dong; Xiaoyong Guo; Yuanyuan Yu; Gang Liu
Journal:  Mol Divers       Date:  2013-01-10       Impact factor: 2.943

Review 2.  Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges.

Authors:  Imtiaz Khan; Aliya Ibrar; Sumera Zaib
Journal:  Top Curr Chem (Cham)       Date:  2021-01-05

3.  Catalytic enantioselective arylative cyclizations of alkynyl 1,3-diketones by 1,4-rhodium(i) migration.

Authors:  Alistair Groves; Jinwei Sun; Hal R I Parke; Michael Callingham; Stephen P Argent; Laurence J Taylor; Hon Wai Lam
Journal:  Chem Sci       Date:  2020-02-06       Impact factor: 9.825

4.  Synthesis of bridged tricyclo[5.2.1.01,5]decanes via nickel-catalyzed asymmetric domino cyclization of enynones.

Authors:  Jiachang Chen; Yiming Wang; Zhengtian Ding; Wangqing Kong
Journal:  Nat Commun       Date:  2020-04-20       Impact factor: 14.919

5.  Enantioselective Nickel-Catalyzed anti-Arylmetallative Cyclizations onto Acyclic Ketones.

Authors:  Harley Green; Stephen P Argent; Hon Wai Lam
Journal:  Chemistry       Date:  2021-03-05       Impact factor: 5.236

Review 6.  Nickel-Catalyzed Arylative Cyclizations of Alkyne- and Allene-Tethered Electrophiles using Arylboron Reagents.

Authors:  Simone M Gillbard; Hon Wai Lam
Journal:  Chemistry       Date:  2022-01-27       Impact factor: 5.020

7.  Enantioselective Nickel-Catalyzed anti-Carbometallative Cyclizations of Alkynyl Electrophiles Enabled by Reversible Alkenylnickel E/Z Isomerization.

Authors:  Christopher Clarke; Celia A Incerti-Pradillos; Hon Wai Lam
Journal:  J Am Chem Soc       Date:  2016-06-22       Impact factor: 15.419

8.  Nickel-catalyzed cyclization of alkyne-nitriles with organoboronic acids involving anti-carbometalation of alkynes.

Authors:  Xingjie Zhang; Xin Xie; Yuanhong Liu
Journal:  Chem Sci       Date:  2016-05-19       Impact factor: 9.825
  8 in total

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