Catalytic Asymmetric [4 + 2] Cycloaddition of ortho-Alkenyl Naphthols/Phenols with ortho-Quinone Methides: Highly Stereoselective Synthesis of Chiral 2,3,4-Trisubstituted Chromans

2020 ◽  
Vol 85 (8) ◽  
pp. 5231-5244 ◽  
Author(s):  
Shubo Feng ◽  
Binmiao Yang ◽  
Tao Chen ◽  
Ran Wang ◽  
Yu-Hua Deng ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Quinone Methides ◽  
Catalytic Asymmetric

scholarly journals Organocatalytic Asymmetric [2 + 4] Cycloadditions of 3-Vinylindoles with ortho-Quinone Methides

Molecules ◽  
2021 ◽  
Vol 26 (21) ◽  
pp. 6751
Author(s):  
Si-Jia Liu ◽  
Man-Su Tu ◽  
Kai-Yue Liu ◽  
Jia-Yi Chen ◽  
Shao-Fei Ni ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Structural Diversity ◽  
Quinone Methides ◽  
Chiral Phosphoric Acid ◽  
Catalytic Asymmetric ◽  
High Yields ◽  
Asymmetric Cycloadditions

Catalytic asymmetric [2 + 4] cycloadditions of 3-vinylindoles with ortho-quinone methides and their precursors were carried out in the presence of chiral phosphoric acid to afford a series of indole-containing chroman derivatives with structural diversity in overall high yields (up to 98%), good diastereoselectivities (up to 93:7 dr) and moderate to excellent enantioselectivities (up to 98% ee). This approach not only enriches the chemistry of catalytic asymmetric cycloadditions involving 3-vinylindoles but is also useful for synthesizing chiral chroman derivatives.

ChemInform Abstract: Catalytic Asymmetric Addition of Meldrum′s Acid, Malononitrile, and 1,3-Dicarbonyls to ortho-Quinone Methides Generated in situ under Basic Conditions.

ChemInform ◽  
2015 ◽  
Vol 46 (35) ◽  
pp. no-no
Author(s):  
Lorenzo Caruana ◽  
Martina Mondatori ◽  
Vasco Corti ◽  
Sara Morales ◽  
Andrea Mazzanti ◽  
...  
Keyword(s):  
Quinone Methides ◽  
Asymmetric Addition ◽  
Catalytic Asymmetric

Catalytic Asymmetric and Stereoselective Synthesis of Vinylcyclopropanes

Synlett ◽  
2002 ◽  
Vol 2002 (03) ◽  
pp. 0423-0426 ◽  
Author(s):  
Swapan Majumdar ◽  
Armin de Meijere ◽  
Ilan Marek
Keyword(s):  
Stereoselective Synthesis ◽  
Catalytic Asymmetric
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