Breaking conjugation: unusual regioselectivity with 2-substituted allylic substrates in the Tsuji–Trost reaction

Byeong-Seon Kim; Mahmud M. Hussain; Per-Ola Norrby; Patrick J. Walsh

doi:10.1039/c3sc53035c

Breaking conjugation: unusual regioselectivity with 2-substituted allylic substrates in the Tsuji–Trost reaction

Chemical Science ◽

10.1039/c3sc53035c ◽

2014 ◽

Vol 5 (3) ◽

pp. 1241-1250 ◽

Cited By ~ 7

Author(s):

Byeong-Seon Kim ◽

Mahmud M. Hussain ◽

Per-Ola Norrby ◽

Patrick J. Walsh

Keyword(s):

Substitution Reaction ◽

Allylic Substitution ◽

Palladium Catalyzed

We describe the unusual regioselectivity of the palladium-catalyzed Tsuji–Trost allylic substitution reaction with 1,2,3-trisubstituted allylic substrates.

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Concise Syntheses of Nonracemic γ-Fluoroalkylated Allylic Alcohols and Amines Via an Enantiospecific Palladium-Catalyzed Allylic Substitution Reaction

The Journal of Organic Chemistry ◽

10.1021/jo011013d ◽

2002 ◽

Vol 67 (6) ◽

pp. 1768-1775 ◽

Cited By ~ 31

Author(s):

Tsutomu Konno ◽

Kensuke Nagata ◽

Takashi Ishihara ◽

Hiroki Yamanaka

Keyword(s):

Substitution Reaction ◽

Allylic Alcohols ◽

Allylic Substitution ◽

Palladium Catalyzed

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Selective synthesis of cyclododec-2-en-1-yl ethers via palladium-catalyzed allylic substitution reaction: a kinetic study

TURKISH JOURNAL OF CHEMISTRY ◽

10.3906/kim-1304-58 ◽

2014 ◽

Vol 38 ◽

pp. 242-247

Author(s):

Asen KOLEV ◽

Magdalena MITKOVA ◽

Stefan KOTOV ◽

Encho BALBOLOV

Keyword(s):

Kinetic Study ◽

Substitution Reaction ◽

Selective Synthesis ◽

Allylic Substitution ◽

Palladium Catalyzed

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A Novel Amphiphilic Chiral Ligand Derived fromd-Glucosamine. Application to Palladium-Catalyzed Asymmetric Allylic Substitution Reaction in an Aqueous or an Organic Medium, Allowing for Catalyst Recycling

The Journal of Organic Chemistry ◽

10.1021/jo000305w ◽

2000 ◽

Vol 65 (17) ◽

pp. 5197-5201 ◽

Cited By ~ 58

Author(s):

Tomohiro Hashizume ◽

Koji Yonehara ◽

Kouichi Ohe ◽

Sakae Uemura

Keyword(s):

Substitution Reaction ◽

Organic Medium ◽

Chiral Ligand ◽

Allylic Substitution ◽

Catalyst Recycling ◽

Palladium Catalyzed

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ChemInform Abstract: Synthesis of Planar Chiral Selenide Derivatives of Ferrocenyloxazoline and Their Application in Enantioselective Palladium Catalyzed Allylic Substitution Reaction.

ChemInform ◽

10.1002/chin.200033028 ◽

2010 ◽

Vol 31 (33) ◽

pp. no-no

Author(s):

Shu-Li You ◽

Xue-Long Hou ◽

Li-Xin Dai

Keyword(s):

Substitution Reaction ◽

Allylic Substitution ◽

Palladium Catalyzed ◽

Derivatives Of

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ChemInform Abstract: Palladium-Catalyzed Regio- and Enantio-Selective Allylic Substitution Reaction of Monosubstituted Allyl Substrates with Benzyl Alcohols.

ChemInform ◽

10.1002/chin.201102082 ◽

2010 ◽

Vol 42 (2) ◽

pp. no-no

Author(s):

Ping Fang ◽

Chang-Hua Ding ◽

Xue-Long Hou ◽

Li-Xin Dai

Keyword(s):

Substitution Reaction ◽

Allylic Substitution ◽

Benzyl Alcohols ◽

Palladium Catalyzed

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1,2-Aminothioethers Derived from Ephedrine and Pseudoephedrine: Heterobidentate Ligands for the Palladium-Catalyzed Asymmetric Allylic Substitution Reaction.

ChemInform ◽

10.1002/chin.200316099 ◽

2003 ◽

Vol 34 (16) ◽

Author(s):

Philip C. Bulman Page ◽

Harry Heaney ◽

Serge Reignier ◽

Gerasimos A. Rassias

Keyword(s):

Substitution Reaction ◽

Allylic Substitution ◽

Palladium Catalyzed

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Palladium-Catalyzed Allylic Substitution Reaction of Benzothiazolylacetamide with Allylic Alcohols in Water

The Journal of Organic Chemistry ◽

10.1021/acs.joc.9b01313 ◽

2019 ◽

Vol 84 (16) ◽

pp. 10111-10119 ◽

Cited By ~ 5

Author(s):

Shulei Pan ◽

Binqiang Wu ◽

Jinjin Hu ◽

Ruigang Xu ◽

Min Jiang ◽

...

Keyword(s):

Substitution Reaction ◽

Allylic Alcohols ◽

Allylic Substitution ◽

Palladium Catalyzed

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On the Origin of Asymmetric Induction of the Palladium-Catalyzed Allylic Substitution Reaction with Chiral 4,4-Disubstituted 4,5-Dihydro-2-(phosphinoaryl)oxazole Ligands

Helvetica Chimica Acta ◽

10.1002/hlca.19980810533 ◽

1998 ◽

Vol 81 (5-8) ◽

pp. 1223-1232 ◽

Cited By ~ 18

Author(s):

Silvia Schaffner ◽

Jürgen F. K. Müller ◽

Markus Neuburger ◽

Margareta Zehnder

Keyword(s):

Substitution Reaction ◽

Asymmetric Induction ◽

Allylic Substitution ◽

Palladium Catalyzed

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Versatile Carbon−Carbon Bond-Forming Polycondensation between Terpene Derivatives and Malonic Esters via Palladium-Catalyzed Allylic Substitution Reaction

Macromolecules ◽

10.1021/ma034125a ◽

2003 ◽

Vol 36 (9) ◽

pp. 3007-3009 ◽

Cited By ~ 14

Author(s):

Nobuyoshi Nomura ◽

Nao Yoshida ◽

Ko Tsurugi ◽

Keigo Aoi

Keyword(s):

Substitution Reaction ◽

Allylic Substitution ◽

Carbon Bond ◽

Bond Forming ◽

Carbon Carbon Bond ◽

Palladium Catalyzed ◽

Terpene Derivatives

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Synthesis of planar chiral selenide derivatives of ferrocenyl-oxazoline and their application in enantioselective palladium catalyzed allylic substitution reaction

Tetrahedron Asymmetry ◽

10.1016/s0957-4166(00)00078-1 ◽

2000 ◽

Vol 11 (7) ◽

pp. 1495-1500 ◽

Cited By ~ 38

Author(s):

Shu-Li You ◽

Xue-Long Hou ◽

Li-Xin Dai

Keyword(s):

Substitution Reaction ◽

Allylic Substitution ◽

Palladium Catalyzed ◽

Derivatives Of

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