Asymmetric Petasis reaction for the synthesis of chiral α- and β-butadienyl amines

2021 ◽  
Author(s):  
Yi-Wen Xie ◽  
Zhen-Ni Zhao ◽  
Zi-Wei Lin ◽  
Yu-Hao Wang ◽  
Ya-Qun Liu ◽  
...  
Keyword(s):  
Petasis Reaction

Chiral α- and β-butadienyl amines are both available via the asymmetric Petasis reaction of pinacol homoallenyl- and isoprenylboronates.

Blue Amino Acids Derived from Azulen-1-ylboronic Acid Pinacol Ester via the Petasis Reaction

Synthesis ◽  
2016 ◽  
Vol 49 (05) ◽  
pp. 1037-1042 ◽  
Author(s):  
Toshihiro Murafuji ◽  
Yusuke Tasaki ◽  
Masayuki Fujinaga ◽  
Keisuke Tao ◽  
Shin Kamijo ◽  
...  
Keyword(s):  
Amino Acids ◽  
Petasis Reaction

An efficient HCl promoted Petasis reaction of 2-pyridinecarbaldehydes, amines and 1,2-oxborol-2(5H)-ols

2018 ◽  
Vol 59 (26) ◽  
pp. 2502-2505 ◽  
Author(s):  
Tao Ding ◽  
Yazhen Duan ◽  
Hui Li ◽  
Baoguo Zhao ◽  
Jun Yang
Keyword(s):  
Petasis Reaction

Enantioselective Petasis reaction among salicylaldehydes, amines, and organoboronic acids catalyzed by BINOL

Tetrahedron ◽  
2013 ◽  
Vol 69 (2) ◽  
pp. 537-541 ◽  
Author(s):  
Wen-Yong Han ◽  
Jian Zuo ◽  
Xiao-Mei Zhang ◽  
Wei-Cheng Yuan
Keyword(s):  
Petasis Reaction ◽  
Organoboronic Acids

Experimental and Theoretical Studies of 2- (naphthalen-1-yl (piperidin-1-yl) methyl)phenol Compound

2020 ◽  
Vol 42 (6) ◽  
pp. 818-818
Author(s):  
Yeliz Ula Yeliz Ula
Keyword(s):  
Molecular Orbital ◽  
Theoretical Data ◽  
Biologically Active ◽  
Oscillator Strengths ◽  
Excitation Energies ◽  
Petasis Reaction ◽  
Vis Spectroscopy ◽  
Phenol Compound ◽  
Lowest Unoccupied Molecular Orbital ◽  
Experimental Values

The 2- (naphthalen-1-yl (piperidin-1-yl) methyl) phenol compound is an alkylaminophenol compound and has been experimentally synthesized by the Petasis reaction. In this study Structural analysis was carried out by FT-IR, NMR, UV-Vis spectroscopy. The high antioxidant value of the compound showed that it could be a potential biologically active drug. Theoretical data support all experimental analysis of the new compound. Comparisons were made by double method. For this purpose, DFT (B3LYP) and HF methods have been used with 6-311G ++ (d, p) set. Also, the compoundand#39;s electronic and structural properties (bond lengths, bond angles and dihedral angles), the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) energies, electrostatic potential (MEP), vibrational frequencies, Mulliken atomic charges, excitation energies, and oscillator strengths were calculated. As a result; the theoretical and experimental values were found to be compatible.

scholarly journals Photoredox-Catalyzed Multicomponent Petasis Reaction with Alkyltrifluoroborates

2019 ◽  
Vol 21 (12) ◽  
pp. 4853-4858 ◽  
Author(s):  
Jun Yi ◽  
Shorouk O. Badir ◽  
Rauful Alam ◽  
Gary A. Molander
Keyword(s):  
Petasis Reaction

The first example of chiral induction using homochiral boronic esters in the Petasis reaction

2002 ◽  
Vol 43 (34) ◽  
pp. 5969-5970 ◽  
Author(s):  
Tobias Koolmeister ◽  
Mikael Södergren ◽  
Martin Scobie
Keyword(s):  
Chiral Induction ◽  
Petasis Reaction ◽  
Boronic Esters

The Petasis Reaction: Microscale Synthesis of a Tertiary Amine Antifungal Analog

2012 ◽  
Vol 89 (6) ◽  
pp. 796-798 ◽  
Author(s):  
Katherine J. Koroluk ◽  
Derek A. Jackson ◽  
Andrew P. Dicks
Keyword(s):  
Tertiary Amine ◽  
Petasis Reaction

Short synthesis of both enantiomers of cytoxazone using the Petasis reaction

2004 ◽  
Vol 15 (19) ◽  
pp. 3149-3153 ◽  
Author(s):  
Shigeo Sugiyama ◽  
Satoshi Arai ◽  
Keitaro Ishii
Keyword(s):  
Petasis Reaction ◽  
Short Synthesis
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