Enantioselective Rh(II)-Catalyzed Desymmetric Cycloisomerization of Diynes: Constructing Furan-Fused Dihydropiperidines with an Alkyne-Substituted Aza-Quaternary Stereocenter

2021 ◽  
Author(s):  
Rui Wu ◽  
Jiajun Lu ◽  
Tongxiang Cao ◽  
Jun Ma ◽  
Kai Chen ◽  
...  
Keyword(s):  
Quaternary Stereocenter

ChemInform Abstract: Straightforward Enantioselective Access to γ-Butyrolactones Bearing an All-Carbon β-Quaternary Stereocenter.

ChemInform ◽  
2015 ◽  
Vol 46 (11) ◽  
pp. no-no
Author(s):  
Sara Meninno ◽  
Tiziana Fuoco ◽  
Consiglia Tedesco ◽  
Alessandra Lattanzi
Keyword(s):  
Quaternary Stereocenter

Asymmetric Synthesis of Indolines Bearing a Benzylic Quaternary Stereocenter through Intramolecular Arylcyanation of Alkenes

Synlett ◽  
2010 ◽  
Vol 2010 (11) ◽  
pp. 1709-1711 ◽  
Author(s):  
Yoshiaki Nakao ◽  
Tamejiro Hiyama ◽  
Jen-Chieh Hsieh ◽  
Shiro Ebata
Keyword(s):  
Asymmetric Synthesis ◽  
Quaternary Stereocenter

A Concise Total Synthesis of (±)-Mesembrine

Synlett ◽  
2018 ◽  
Vol 29 (09) ◽  
pp. 1203-1206 ◽  
Author(s):  
Hyoungsu Kim ◽  
Hosam Choi ◽  
Kiyoun Lee
Keyword(s):  
Total Synthesis ◽  
Claisen Rearrangement ◽  
Addition Reaction ◽  
Conjugate Addition ◽  
Allylic Oxidation ◽  
Quaternary Stereocenter

A concise total synthesis of (±)-mesembrine has been successfully accomplished in seven steps and 24% overall yield from commercially available 3-ethoxy-2-cyclohexen-1-one. Central to the assembly of the skeleton of mesembrine are a Johnson–Claisen rearrangement for the formation of the benzylic quaternary stereocenter and direct allylic oxidation to generate the substrate for the amidation/transannular aza-conjugate addition reaction.

Asymmetric synthesis of spiro[chroman-3,3′-pyrazol] scaffolds with an all-carbon quaternary stereocenter via a oxa-Michael–Michael cascade strategy with bifunctional amine-thiourea organocatalysts

RSC Advances ◽  
2015 ◽  
Vol 5 (111) ◽  
pp. 91108-91113 ◽  
Author(s):  
Weiping Zheng ◽  
Jiayong Zhang ◽  
Shuang Liu ◽  
Chengbin Yu ◽  
Zhiwei Miao
Keyword(s):  
Asymmetric Synthesis ◽  
Cascade Reaction ◽  
Quaternary Stereocenter

The chiral spiro[chroman-3,3′-pyrazol] derivatives have been synthesized through a catalytic oxa-Michael–Michael cascade reaction of 2-hydroxynitrostyrenes with 4-alkenyl pyrazolin-3-ones in good yields with moderate to high stereoselectivities.

Catalytic Enantioselective Birch–Heck Sequence for the Synthesis of Phenanthridinone Derivatives with an All-Carbon Quaternary Stereocenter

2022 ◽  
Author(s):  
Mary Sexton ◽  
William P. Malachowski ◽  
Glenn P. A. Yap ◽  
Diana Rachii ◽  
Greg Feldman ◽  
...  
Keyword(s):  
Quaternary Stereocenter

Chemoselective phosphine-catalyzed cyanoacylation of α-dicarbonyl compounds: a general method for the synthesis of cyanohydrin esters with one quaternary stereocenter

2018 ◽  
Vol 42 (24) ◽  
pp. 19720-19728 ◽  
Author(s):  
Honghui Zhang ◽  
Rongfang Liu ◽  
Jialin Liu ◽  
Binbin Fan ◽  
Ruifeng Li ◽  
...  
Keyword(s):  
Dicarbonyl Compounds ◽  
Quaternary Stereocenter ◽  
General Method

A chemoselective phosphine-catalyzed cyanoacylation of α-dicarbonyl compounds with acyl cyanides is reported.

Asymmetric Construction of Halogenated Cyclic Quaternary Carbon Center through Enolate Activation of Aldehydes

Synlett ◽  
2018 ◽  
Vol 29 (20) ◽  
pp. 2601-2607 ◽  
Author(s):  
Jun-Long Li ◽  
Qing-Zhu Li ◽  
Yue Liu ◽  
Hai-Jun Leng
Keyword(s):  
Asymmetric Synthesis ◽  
Synthetic Methods ◽  
Quaternary Carbon ◽  
Quaternary Stereocenter

The construction of a chiral halogenated cyclic quaternary carbon center through various catalytic strategies is an emerging hot topic in the field of asymmetric synthesis. Herein, we give a summary of recently developed synthetic methods for preparing such structures. In addition, a novel enolate activation mode of aldehydes is highlighted, which provides an elegant pathway to access enantiopure heterocycles featuring a halogenated quaternary stereocenter through organocatalytic [4+2] cycloaddition.

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