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

2012 ◽  
Vol 124 (25) ◽  
pp. 6291-6294 ◽  
Author(s):  
Hongchao Zheng ◽  
Sina Ghanbari ◽  
Shinji Nakamura ◽  
Dennis G. Hall
Keyword(s):  
Boronic Acid ◽  
Acid Catalysis ◽  
Allylic Alcohols

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

scholarly journals Recent Advances in Transition-Metal-Free (4+3)-Annulations

Synthesis ◽  
2021 ◽  
Author(s):  
Heather Lam ◽  
Mark Lautens ◽  
Xavier Abel-Snape ◽  
Martin F. Köllen
Keyword(s):  
Transition Metal ◽  
Boronic Acid ◽  
Lewis Acids ◽  
Acid Catalysis ◽  
Heterocyclic Carbenes ◽  
Bronsted Acids ◽  
Metal Free ◽  
Previous Review ◽  
Dual Activation ◽  
Metal Catalyzed

Abstract(4+3)-Annulations are incredibly versatile reactions which combine a 4-atom synthon and a 3-atom synthon to form both 7-membered carbocycles as well as heterocycles. We have previously reviewed transition-metal-catalyzed (4+3)-annulations. In this review, we will cover examples involving bases, NHCs, phosphines, Lewis and Brønsted acids as well as some rare examples of boronic acid catalysis and photocatalysis. In analogy to our previous review, we exclude annulations involving cyclic dienes like furan, pyrrole, cyclohexadiene or cyclopentadiene, as Chiu, Harmata, Fernándes and others have recently published reviews encompassing such substrates. We will however discuss the recent additions (2010–2020) to the literature on (4+3)-annulations involving other types of 4-atom-synthons.1 Introduction2 Bases3 Annulations Using N-Heterocyclic Carbenes3.1 N-Heterocyclic Carbenes (NHCs)3.2 N-Heterocyclic Carbenes and Base Dual-Activation4 Phosphines5 Acids5.1 Lewis Acids5.2 Brønsted Acids6 Boronic Acid Catalysis and Photocatalysis7 Conclusion

Boron-Templated Dimerization of Allylic Alcohols To Form Protected 1,3-Diols via Acid Catalysis

2019 ◽  
Vol 21 (23) ◽  
pp. 9589-9593
Author(s):  
S. Hadi Nazari ◽  
Kelton G. Forson ◽  
Erin E. Martinez ◽  
Nicholas J. Hansen ◽  
Kyle J. Gassaway ◽  
...  
Keyword(s):  
Acid Catalysis ◽  
Allylic Alcohols

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

Highly Efficient Direct Allylation of Oxindoles with Simple Allylic Alcohols Enabled by Palladium/Brønsted Acid Catalysis

Synlett ◽  
2014 ◽  
Vol 25 (15) ◽  
pp. 2149-2254 ◽  
Author(s):  
Gaoxi Jiang ◽  
Huameng Yang ◽  
Hui Zhou ◽  
Hongyu Yin ◽  
Chungu Xia
Keyword(s):  
Acid Catalysis ◽  
Allylic Alcohols ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Highly Efficient ◽  
Brönsted Acid ◽  
Bronsted Acid Catalysis

Proton-Accelerated Lewis Acid Catalysis for Stereo- and Regioselective Isomerization of Epoxides to Allylic Alcohols

2021 ◽  
Author(s):  
Masahiro Noji ◽  
Misako Baba ◽  
Rina Hirabe ◽  
Satoshi Hayashi ◽  
Toshikatsu Takanami
Keyword(s):  
Lewis Acid ◽  
Acid Catalysis ◽  
Catalytic Cycle ◽  
Allylic Alcohols ◽  
Lewis Acid Catalysis ◽  
Proton Source

The isomerization of epoxides to allylic alcohols was developed via proton-accelerated Lewis acid catalysis. The addition of tBuOH as a proton source is the key to the efficient catalytic cycle....

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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