Literature DB >> 16268565

Palladium-catalyzed enantioselective conjugate addition of arylboronic acids.

Francesca Gini1, Bart Hessen, Adriaan J Minnaard.   

Abstract

[reaction: see text] The first asymmetric palladium-catalyzed conjugate addition of arylboronic acids to alpha,beta-unsaturated aldehydes, ketones, and esters is described. For cyclic substrates, excellent chemo-, regio-, and enantioselectivities are achieved when a Pd(O2CCF3)2/DuPHOS catalyst is applied.

Entities:  

Year:  2005        PMID： 16268565     DOI： 10.1021/ol052222d

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


  12 in total

1.  Synthesis of 6- and 7-membered cyclic enaminones: scope and mechanism.

Authors:  Micah J Niphakis; Brandon J Turunen; Gunda I Georg
Journal:  J Org Chem       Date:  2010-10-15       Impact factor: 4.354

2.  Mechanism and enantioselectivity in palladium-catalyzed conjugate addition of arylboronic acids to β-substituted cyclic enones: insights from computation and experiment.

Authors:  Jeffrey C Holder; Lufeng Zou; Alexander N Marziale; Peng Liu; Yu Lan; Michele Gatti; Kotaro Kikushima; K N Houk; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2013-09-27       Impact factor: 15.419

3.  Anionic four-electron donor-based palladacycles as catalysts for addition reactions of arylboronic acids with alpha,beta-unsaturated ketones, aldehydes, and alpha-ketoesters.

Authors:  Ping He; Yong Lu; Cheng-Guo Dong; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2007-01-18       Impact factor: 6.005

Review 4.  Palladium(II)-catalyzed alkene functionalization via nucleopalladation: stereochemical pathways and enantioselective catalytic applications.

Authors:  Richard I McDonald; Guosheng Liu; Shannon S Stahl
Journal:  Chem Rev       Date:  2011-03-23       Impact factor: 60.622

Review 5.  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

6.  Asymmetric intermolecular boron Heck-type reactions via oxidative palladium(II) catalysis with chiral tridentate NHC-amidate-alkoxide ligands.

Authors:  Kyung Soo Yoo; Justin O'Neill; Satoshi Sakaguchi; Richard Giles; Joo Ho Lee; Kyung Woon Jung
Journal:  J Org Chem       Date:  2010-01-01       Impact factor: 4.354

7.  Palladium-catalyzed asymmetric conjugate addition of arylboronic acids to heterocyclic acceptors.

Authors:  Jeffrey C Holder; Alexander N Marziale; Michele Gatti; Bin Mao; Brian M Stoltz
Journal:  Chemistry       Date:  2012-12-03       Impact factor: 5.236

8.  Phosphinite- and phosphite-based Type I palladacycles as highly active catalysts for addition reactions of arylboronic acids with aldehydes, α,β-unsaturated ketones, α-ketoesters, and aldimines.

Authors:  Ping He; Yong Lu; Qiao-Sheng Hu
Journal:  Tetrahedron Lett       Date:  2007-07-23       Impact factor: 2.415

9.  Stereoselectivity Predictions for the Pd-Catalyzed 1,4-Conjugate Addition Using Quantum-Guided Molecular Mechanics.

Authors:  Jessica Wahlers; Michael Maloney; Farbod Salahi; Anthony R Rosales; Paul Helquist; Per-Ola Norrby; Olaf Wiest
Journal:  J Org Chem       Date:  2021-03-26       Impact factor: 4.354

Review 10.  Recent advances in palladium-catalysed asymmetric 1,4-additions of arylboronic acids to conjugated enones and chromones.

Authors:  Jan Bartáček; Jan Svoboda; Martin Kocúrik; Jaroslav Pochobradský; Alexander Čegan; Miloš Sedlák; Jiří Váňa
Journal:  Beilstein J Org Chem       Date:  2021-05-10       Impact factor: 2.883
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.