Diastereoselective Borocyclopropanation of Allylic Ethers Using a Boromethylzinc Carbenoid

2017 ◽  
Vol 139 (4) ◽  
pp. 1364-1367 ◽  
Author(s):  
Guillaume Benoit ◽  
André B. Charette
Keyword(s):  
Allylic Ethers

Directed Regio- and Stereoselective Nickel-Catalyzed Addition of Alkyl Grignard Reagents to Allylic Ethers

1995 ◽  
Vol 117 (27) ◽  
pp. 7273-7274 ◽  
Author(s):  
Mary T. Didiuk ◽  
James P. Morken ◽  
Amir H. Hoveyda
Keyword(s):  
Grignard Reagents ◽  
Allylic Ethers

ChemInform Abstract: A Novel, Mild, and Practical Regeneration of Alcohols from Their Allylic Ethers by NBS/H2O.

ChemInform ◽  
2010 ◽  
Vol 26 (26) ◽  
pp. no-no
Author(s):  
R. ROBLES DIAZ ◽  
C. RODRIGUEZ MELGAREJO ◽  
M. T. PLAZA LOPEZ-ESPINOSA ◽  
I. IZQUIERDO CUBERO
Keyword(s):  
Allylic Ethers

Highly stereoselective synthesis of furano-oxepanes: intramolecular nitrone cycloaddition (INC) reactions on sugar derived 2-substituted allylic ethers

2003 ◽  
Vol 14 (24) ◽  
pp. 3899-3905 ◽  
Author(s):  
G.V.M. Sharma ◽  
Asra Begum ◽  
K.Ravinder Reddy ◽  
A. Ravi Sankar ◽  
A.C. Kunwar
Keyword(s):  
Stereoselective Synthesis ◽  
Allylic Ethers

Phosphine-directed stereo- & regioselective Ni-catalyzed reactions of Grignard reagents with allylic ethers

Tetrahedron ◽  
1998 ◽  
Vol 54 (7) ◽  
pp. 1117-1130 ◽  
Author(s):  
Mary T. Didiuk ◽  
James P. Morken ◽  
Amir H. Hoveyda
Keyword(s):  
Grignard Reagents ◽  
Catalyzed Reactions ◽  
Allylic Ethers

scholarly journals Cobalt-catalyzed deoxygenative triborylation of allylic ethers to access 1,1,3-triborylalkanes

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Wei Jie Teo ◽  
Xiaoxu Yang ◽  
Yeng Yeng Poon ◽  
Shaozhong Ge
Keyword(s):  
Building Blocks ◽  
Mechanistic Studies ◽  
Deuterium Labeling ◽  
Bond Forming ◽  
Carbon Carbon Bond ◽  
Synthetic Utility ◽  
Reaction Proceeds ◽  
Site Selective ◽  
And Control ◽  
Allylic Ethers

Abstract Polyborylated organic compounds have been emerging as versatile building blocks in chemical synthesis. Here we report a selective cobalt-catalyzed deoxygenative 1,1,3-triborylation reaction of allylic ethers with pinacolborane to prepare 1,1,3-triborylalkane compounds. With naturally abundant and/or synthetic cinnamic methyl ethers as starting materials, we have achieved the synthesis of a variety of 1,1,3-triborylalkanes (25 examples). The synthetic utility of these 1,1,3-triborylalkanes is demonstrated through site-selective allylation, protodeborylation, and consecutive carbon-carbon bond-forming reactions. Mechanistic studies including deuterium-labeling and control experiments suggest that this 1,1,3-triborylation reaction proceeds through initial cobalt-catalyzed deoxygenative borylation of allylic ethers to form allylic boronates followed by cobalt-catalyzed 1,1-diborylation of the resulting allylic boronates.

Olefinic stereoselection in the [2,3]-Wittig rearrangement of α,β-disubstituted allylic ethers forming trisubstituted olefins

1999 ◽  
Vol 40 (34) ◽  
pp. 6257-6260 ◽  
Author(s):  
Katsuhiko Tomooka ◽  
Tatsuya Igarashi ◽  
Naoyuki Kishi ◽  
Takeshi Nakai
Keyword(s):  
Wittig Rearrangement ◽  
Trisubstituted Olefins ◽  
Allylic Ethers
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