Literature DB >> 16190710

Catalytic decarboxylative sp-sp3 coupling.

Dinesh Kumar Rayabarapu1, Jon A Tunge.   

Abstract

A palladium-catalyzed 1,4-enyne synthesis was developed based the decarboxylative coupling of acetylides with allyl electrophiles. Stereochemical studies have implicated palladium-allyl-acetylides as intermediates. Thus, decarboxylative metalation was established as an environmentally benign alternative to transmetalation from alkynyl tin reagents.

Entities:  

Year:  2005        PMID： 16190710     DOI： 10.1021/ja0542688

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


  15 in total

Review 1.  Transition metal-catalyzed decarboxylative allylation and benzylation reactions.

Authors:  Jimmie D Weaver; Antonio Recio; Alexander J Grenning; Jon A Tunge
Journal:  Chem Rev       Date:  2011-01-14       Impact factor: 60.622

2.  Decarboxylative benzylations of alkynes and ketones.

Authors:  Robert R P Torregrosa; Yamuna Ariyarathna; Kalicharan Chattopadhyay; Jon A Tunge
Journal:  J Am Chem Soc       Date:  2010-07-14       Impact factor: 15.419

3.  Enantioselective decarboxylative alkylation reactions: catalyst development, substrate scope, and mechanistic studies.

Authors:  Douglas C Behenna; Justin T Mohr; Nathaniel H Sherden; Smaranda C Marinescu; Andrew M Harned; Kousuke Tani; Masaki Seto; Sandy Ma; Zoltán Novák; Michael R Krout; Ryan M McFadden; Jennifer L Roizen; John A Enquist; David E White; Samantha R Levine; Krastina V Petrova; Akihiko Iwashita; Scott C Virgil; Brian M Stoltz
Journal:  Chemistry       Date:  2011-11-14       Impact factor: 5.236

4.  Palladium-catalyzed decarboxylative sp3-sp3 coupling of nitrobenzene acetic esters.

Authors:  Shelli R Waetzig; Jon A Tunge
Journal:  J Am Chem Soc       Date:  2007-11-08       Impact factor: 15.419

5.  Decarboxylative allylation using sulfones as surrogates of alkanes.

Authors:  Jimmie D Weaver; Jon A Tunge
Journal:  Org Lett       Date:  2008-09-12       Impact factor: 6.005

6.  Regiospecific decarboxylative allylation of nitriles.

Authors:  Antonio Recio; Jon A Tunge
Journal:  Org Lett       Date:  2009-12-17       Impact factor: 6.005

7.  Ruthenium catalyzed decarbonylative arylation at sp3 carbon centers in pyrrolidine and piperidine heterocycles.

Authors:  Denis V Gribkov; Stefan J Pastine; Michael Schnürch; Dalibor Sames
Journal:  J Am Chem Soc       Date:  2007-09-06       Impact factor: 15.419

8.  Enantioselective synthesis of alpha,alpha-disubstituted cyclopentenes by an N-heterocyclic carbene-catalyzed desymmetrization of 1,3-diketones.

Authors:  Manabu Wadamoto; Eric M Phillips; Troy E Reynolds; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2007-07-31       Impact factor: 15.419

9.  The reaction mechanism of the enantioselective Tsuji allylation: inner-sphere and outer-sphere pathways, internal rearrangements, and asymmetric C-C bond formation.

Authors:  John A Keith; Douglas C Behenna; Nathaniel Sherden; Justin T Mohr; Sandy Ma; Smaranda C Marinescu; Robert J Nielsen; Jonas Oxgaard; Brian M Stoltz; William A Goddard
Journal:  J Am Chem Soc       Date:  2012-11-06       Impact factor: 15.419

10.  Mild decarboxylative allylation of coumarins.

Authors:  Ranjan Jana; Rushi Trivedi; Jon A Tunge
Journal:  Org Lett       Date:  2009-08-06       Impact factor: 6.005
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.