Catalytic asymmetric [2+2] cycloaddition between quinones and fulvenes and a subsequent stereoselective isomerization to 2,3-dihydrobenzofurans

2017 ◽  
Vol 53 (49) ◽  
pp. 6585-6588 ◽  
Author(s):  
Haifeng Zheng ◽  
Chaoran Xu ◽  
Yan Wang ◽  
Tengfei Kang ◽  
Xiaohua Liu ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Chiral Lewis Acid ◽  
Acid Catalyzed ◽  
Catalytic Asymmetric ◽  
First Time ◽  
Cyclobutane Derivatives

A chiral Lewis acid catalyzed enantioselective [2+2] cycloaddition between quinones and fulvenes was reported for the first time. The method afforded a series of [6,4,5]-tricyclic cyclobutane derivatives in good yields with excellent regio- and stereoselectivities. Furthermore, the [2+2] adducts could be easily converted into formal [3+2] adducts efficiently and stereoselectively.

Lewis acid-catalyzed tandem cyclization of in situ generated o-quinone methides and arylsulfonyl hydrazides for a one-pot entry to 3-sulfonylbenzofurans

2019 ◽  
Vol 6 (24) ◽  
pp. 3929-3933 ◽  
Author(s):  
Fan-Xiao Meng ◽  
Ruo-Nan Wang ◽  
Hong-Li Huang ◽  
Shu-Wen Gong ◽  
Qian-Li Li ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Quinone Methides ◽  
One Pot ◽  
Acid Catalyzed ◽  
Tandem Cyclization ◽  
First Time

Lewis acid-mediated one-pot tandem cyclization of o-QMs with arylsulfonyl hydrazides was described for the first time and the corresponding 3-sulfonylbenzofuran products were obtained in moderate to good yields.

Enantioselective formal [2+2+2] cycloaddition of 1,3,5-triazinanes to construct tetrahydropyrimidin-4-one derivatives

2021 ◽  
Author(s):  
Peiran Ruan ◽  
Qiong Tang ◽  
Zun Yang ◽  
Xiaohua Liu ◽  
Xiaoming Feng
Keyword(s):  
Lewis Acid ◽  
Chiral Lewis Acid ◽  
Acid Catalyzed

A chiral Lewis acid-catalyzed enantioselective formal [2+2+2] cycloaddition of 1,3,5-triazinanes with azlactones or β,γ-unsaturated pyrazole amides were developed to synthesize chiral tertiary/quaternary tetrahydropyrimidin-4-one derivatives with good yields and enantioselectivities. Two...

Asymmetric catalytic nitrooxylation and azidation of β-keto amides/esters with hypervalent iodine reagents

2022 ◽  
Author(s):  
Changqiang He ◽  
Zhikun Wu ◽  
Yuqiao Zhou ◽  
Weidi Cao ◽  
Xiaoming Feng
Keyword(s):  
Lewis Acid ◽  
Hypervalent Iodine ◽  
Asymmetric Catalytic ◽  
Chiral Lewis Acid ◽  
Acid Catalyzed

Chiral Lewis acid-catalyzed enantioselective nitrooxylation of cyclic and acyclic β-keto amides/esters with hypervalent iodine(III) reagents is reported. A number of α-nitrooxy-β-keto amides/esters were obtained with good yields and high enantioselectivities...

An enantioselective strategy for the total synthesis of (S)-tylophorine via catalytic asymmetric allylation and a one-pot DMAP-promoted isocyanate formation/Lewis acid catalyzed cyclization sequence

2014 ◽  
Vol 12 (22) ◽  
pp. 3616-3621 ◽  
Author(s):  
Bo Su ◽  
Hui Zhang ◽  
Meng Deng ◽  
Qingmin Wang
Keyword(s):  
Total Synthesis ◽  
Lewis Acid ◽  
Asymmetric Allylation ◽  
One Pot ◽  
Acid Catalyzed ◽  
Catalytic Asymmetric

A novel total synthesis of (S)-tylophorine is reported, featuring asymmetric allylation and cascade isocyanate formation and cyclization.

ChemInform Abstract: Chiral Lewis Acid-Catalyzed Enantioselective Cycloadditions Between Indoles and Cyclic Carbonyl Ylides Derived from Diazodiketone or Diazoketoester Derivatives.

ChemInform ◽  
2015 ◽  
Vol 46 (46) ◽  
pp. no-no
Author(s):  
Hiroyuki Suga ◽  
Yurie Sekikawa ◽  
Shunta Misawa ◽  
Daito Kinugawa ◽  
Rinnosuke Oda ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Chiral Lewis Acid ◽  
Acid Catalyzed
Sign in / Sign up

Export Citation Format

Share Document