Dual Catalysis Using Boronic Acid and Chiral Amine: Acyclic Quaternary Carbons via Enantioselective Alkylation of Branched Aldehydes with Allylic Alcohols

2016 ◽  
Vol 138 (34) ◽  
pp. 10762-10765 ◽  
Author(s):  
Xiaobin Mo ◽  
Dennis G. Hall
Keyword(s):  
Boronic Acid ◽  
Allylic Alcohols ◽  
Chiral Amine ◽  
Dual Catalysis ◽  
Enantioselective Alkylation ◽  
Quaternary Carbons

ChemInform Abstract: Boronic Acid Catalyzed Friedel-Crafts Reactions of Allylic Alcohols with Electron-Rich Arenes and Heteroarenes.

ChemInform ◽  
2010 ◽  
Vol 41 (22) ◽  
pp. no-no
Author(s):  
J. Adam McCubbin ◽  
Hamidreza Hosseini ◽  
Oleg V. Krokhin
Keyword(s):  
Boronic Acid ◽  
Allylic Alcohols ◽  
Acid Catalyzed

scholarly journals Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation

2014 ◽  
Vol 10 ◽  
pp. 2501-2512 ◽  
Author(s):  
Yiyang Liu ◽  
Marc Liniger ◽  
Ryan M McFadden ◽  
Jenny L Roizen ◽  
Jacquie Malette ◽  
...  
Keyword(s):  
Natural Product ◽  
Total Syntheses ◽  
Tertiary Carbon ◽  
Palladium Catalyzed ◽  
Target Molecules ◽  
Industrial Settings ◽  
Enantioselective Alkylation ◽  
Quaternary Carbons

Pd-catalyzed enantioselective alkylation in conjunction with further synthetic elaboration enables the formal total syntheses of a number of “classic” natural product target molecules. This publication highlights recent methods for setting quaternary and tetrasubstituted tertiary carbon stereocenters to address the synthetic hurdles encountered over many decades across multiple compound classes spanning carbohydrate derivatives, terpenes, and alkaloids. These enantioselective methods will impact both academic and industrial settings, where the synthesis of stereogenic quaternary carbons is a continuing challenge.

ChemInform Abstract: Boronic Acid Catalysis as a Mild and Versatile Strategy for Direct Carbo- and Heterocyclizations of Free Allylic Alcohols.

ChemInform ◽  
2012 ◽  
Vol 43 (45) ◽  
pp. no-no
Author(s):  
Hongchao Zheng ◽  
Sina Ghanbari ◽  
Shinji Nakamura ◽  
Dennis G. Hall
Keyword(s):  
Boronic Acid ◽  
Acid Catalysis ◽  
Allylic Alcohols

Boronic Acid Catalysis as a Mild and Versatile Strategy for Direct Carbo- and Heterocyclizations of Free Allylic Alcohols

2012 ◽  
Vol 51 (25) ◽  
pp. 6187-6190 ◽  
Author(s):  
Hongchao Zheng ◽  
Sina Ghanbari ◽  
Shinji Nakamura ◽  
Dennis G. Hall
Keyword(s):  
Boronic Acid ◽  
Acid Catalysis ◽  
Allylic Alcohols

Ruthenium-Catalyzed Synthesis of Allylic Alcohols: Boronic Acid as a Hydroxide Source

2008 ◽  
Vol 14 (18) ◽  
pp. 5630-5637 ◽  
Author(s):  
Asmae Bouziane ◽  
Marion Hélou ◽  
Bertrand Carboni ◽  
François Carreaux ◽  
Bernard Demerseman ◽  
...  
Keyword(s):  
Boronic Acid ◽  
Allylic Alcohols
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