Trans-etherification of catechol-type benzylic ether with diols as a route to new sterically hindered bis-catechols

2019 ◽  
Vol 29 (1) ◽  
pp. 91-93 ◽  
Author(s):  
Elnara R. Zhiganshina ◽  
Maxim V. Arsenyev ◽  
Andrey S. Shavyrin ◽  
Evgeny V. Baranov ◽  
Sergey A. Chesnokov
Keyword(s):  
Benzylic Ether ◽  
Sterically Hindered

Nickel-Catalyzed Regioselective Hydroalkylation of 1,3-Dienes with Hydrazones

2019 ◽  
Author(s):  
Leiyang Lv ◽  
Dianhu Zhu ◽  
Zihang Qiu ◽  
Jianbin Li ◽  
Chao-Jun Li
Keyword(s):  
Catalytic Method ◽  
Unsaturated Hydrocarbons ◽  
Carbon Nucleophiles ◽  
Aryl Aldehydes ◽  
Aldehydes And Ketones ◽  
Sterically Hindered

Hydroalkylation of unsaturated hydrocarbons with unstablized carbon nucleophiles is difficult and remains a major challenge. The disclosed examples so far mainly focused on the involvement of heteroatom and/or stabilized carbon nucleophiles as efficient reaction partners. Reported here is an unprecedented regioselective nickel-catalyzed hydroalkylation of 1,3-dienes with hydrazones, generated in situ from abundant aryl aldehydes and ketones and acted as both the sources of unstabilized carbanions and hydride. With this strategy, both terminal and sterically hindered internal dienes are hydroalkylated efficiently in a highly selective manner, thus providing a novel and reliable catalytic method to construct challenging C(sp3)-C(sp3) bonds.

Synthesis of Conjugated Triynes via Alkyne Metathesis

2019 ◽  
Author(s):  
Idriss Curbet ◽  
Sophie Colombel-Rouen ◽  
Romane Manguin ◽  
Anthony Clermont ◽  
Alexandre Quelhas ◽  
...  
Keyword(s):  
Steric Hindrance ◽  
High Selectivity ◽  
Alkyne Metathesis ◽  
Cross Metathesis ◽  
Synthetic Strategy ◽  
Sterically Hindered ◽  
Site Selective

<div> <div> <div> <div> <p>The synthesis of conjugated triynes by molybdenum-catalyzed alkyne metathesis is reported. Strategic to the success of this approach is the utilization of sterically-hindered diynes that allowed for the site- selective alkyne metathesis to produce the desired con- jugated triyne products. The steric hindrance of alkyne moiety was found to be crucial in preventing the for- mation of diyne byproducts. This novel synthetic strategy was amenable to self- and cross-metathesis providing straightforward access to the corresponding symmetrical and dissymmetrical triynes with high selectivity. </p> </div> </div> </div> </div>

Utilizing o-quinone methide chemistry: synthesis of sterically hindered acridin-4-ols

2021 ◽  
Vol 31 (2) ◽  
pp. 262-264
Author(s):  
Svetlana K. Polyakova ◽  
Tatyana V. Balashova ◽  
Roman V. Rumyantcev ◽  
Maxim V. Arsenyev ◽  
Georgy K. Fukin ◽  
...  
Keyword(s):  
Quinone Methide ◽  
Sterically Hindered

β,γ-trans-Selective γ-butyrolactone formation via homoenolate cross-annulation of enals and aldehydes catalyzed by sterically hindered N-heterocyclic carbene

Tetrahedron ◽  
2021 ◽  
pp. 132191
Author(s):  
Ryuji Kyan ◽  
Yuya Kitagawa ◽  
Ryuji Ide ◽  
Kohei Sato ◽  
Nobuyuki Mase ◽  
...  
Keyword(s):  
Sterically Hindered

New sterically hindered bis-catechol, bis- o -quinone and its bis-triphenylantimony(v) bis-catecholate. 3,5-Di- tert -butyl-6-methoxymethylcatechol as alkylating agent

2018 ◽  
Vol 28 (1) ◽  
pp. 76-78 ◽  
Author(s):  
Maxim V. Arsenyev ◽  
Tatyana V. Astafeva ◽  
Evgeny V. Baranov ◽  
Andrey I. Poddelsky ◽  
Sergey A. Chesnokov
Keyword(s):  
Alkylating Agent ◽  
Tert Butyl ◽  
Sterically Hindered

Alkylation of catechol with cyclohexene. Novel sterically hindered o-quinones and catechols

2020 ◽  
Vol 69 (12) ◽  
pp. 2383-2389
Author(s):  
T. N. Kocherova ◽  
N. O. Druzhkov ◽  
K. A. Martyanov ◽  
A. S. Shavyrin ◽  
M. V. Arsenyev ◽  
...  
Keyword(s):  
Sterically Hindered
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