Picolinoxy Group, a New Leaving Group for anti SN2′ Selective Allylic Substitution with Aryl Anions Based on Grignard Reagents

2008 ◽  
Vol 10 (9) ◽  
pp. 1719-1722 ◽  
Author(s):  
Yohei Kiyotsuka ◽  
Hukum P. Acharya ◽  
Yuji Katayama ◽  
Tomonori Hyodo ◽  
Yuichi Kobayashi
Keyword(s):  
Grignard Reagents ◽  
Allylic Substitution ◽  
Leaving Group ◽  
Group A

ChemInform Abstract: Picolinoxy Group, a New Leaving Group for anti SN2′ Selective Allylic Substitution with Aryl Anions Based on Grignard Reagents.

ChemInform ◽  
2008 ◽  
Vol 39 (37) ◽  
Author(s):  
Yohei Kiyotsuka ◽  
Hukum P. Acharya ◽  
Yuji Katayama ◽  
Tomonori Hyodo ◽  
Yuichi Kobayashi
Keyword(s):  
Grignard Reagents ◽  
Allylic Substitution ◽  
Leaving Group ◽  
Group A

scholarly journals Silicon Grignard Reagents as Nucleophiles in Transition-Metal-Catalyzed Allylic Substitution

Synthesis ◽  
2018 ◽  
Vol 51 (01) ◽  
pp. 233-239 ◽  
Author(s):  
Weichao Xue ◽  
Martin Oestreich
Keyword(s):  
Transition Metal ◽  
Metal Catalysts ◽  
Transition Metal Catalysts ◽  
Grignard Reagents ◽  
Allylic Substitution ◽  
Substitution Reactions ◽  
Cyclic System ◽  
Leaving Group ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

A broad range of transition-metal catalysts is shown to promote allylic substitution reactions of allylic electrophiles with silicon Grignard reagents. The procedure was further elaborated for CuI as catalyst. The regioselectively is independent of the leaving group for primary allylic precursors, favoring α over γ. The stereochemical course of this allylic transposition was probed with a cyclic system, and anti-dia­stereoselectivity was obtained.

Sequential Copper-Catalyzed Rearrangement-Allylic Substitution of Bicyclic Hydrazines with Grignard Reagents

2009 ◽  
Vol 351 (6) ◽  
pp. 869-873 ◽  
Author(s):  
Stefano Crotti ◽  
Ferruccio Bertolini ◽  
Franco Macchia ◽  
Mauro Pineschi
Keyword(s):  
Grignard Reagents ◽  
Allylic Substitution

scholarly journals Allylic Substitution Reactions with Grignard Reagents Catalyzed by Imidazolium and 4,5-Dihydroimidazolium Carbene—CuCl Complexes.

ChemInform ◽  
2006 ◽  
Vol 37 (29) ◽  
Author(s):  
Sentaro Okamoto ◽  
Satoshi Tominaga ◽  
Naoko Saino ◽  
Kouki Kase ◽  
Kentaro Shimoda
Keyword(s):  
Grignard Reagents ◽  
Allylic Substitution ◽  
Substitution Reactions

Iron-Catalyzed Grignard Cross-Couplings with Allylic Methyl Ethers or Allylic Trimethylsilyl Ethers

Synlett ◽  
2018 ◽  
Vol 29 (09) ◽  
pp. 1211-1214 ◽  
Author(s):  
Chika Seto ◽  
Takeshi Otsuka ◽  
Yoshiki Takeuchi ◽  
Daichi Tabuchi ◽  
Takashi Nagano
Keyword(s):  
Cross Coupling ◽  
Grignard Reagents ◽  
Allylic Substitution ◽  
Trimethylsilyl Ethers

We have found that cross-coupling between aryl Grignard reagents and allylic methyl ethers proceeded well in the presence of a catalytic amounts of Fe(acac)3 to afford the corresponding allylic substitution products in good yields. Under the same conditions, allylic trimethylsilyl ethers also reacted with Grignard reagents to give the corresponding cross-coupling products.

New General Method for Regio- and Stereoselective Allylic Substitution with Aryl and Alkenyl Coppers Derived from Grignard Reagents

2009 ◽  
Vol 74 (5) ◽  
pp. 1939-1951 ◽  
Author(s):  
Yohei Kiyotsuka ◽  
Yuji Katayama ◽  
Hukum P. Acharya ◽  
Tomonori Hyodo ◽  
Yuichi Kobayashi
Keyword(s):  
Grignard Reagents ◽  
Allylic Substitution ◽  
General Method
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