Cationic Cascade for Building Complex Polycyclic Molecules from Simple Precursors: Diastereoselective Installation of Three Contiguous Stereogenic Centers in a One-Pot Process

2018 ◽  
Vol 141 (1) ◽  
pp. 118-122 ◽  
Author(s):  
Georgios Alachouzos ◽  
Alison J. Frontier
Keyword(s):  
One Pot ◽  
Stereogenic Centers

Bi(OTf)3-Catalyzed Diastereoselective One-Pot Synthesis of 1,3-Diamines with Three Continuous Stereogenic Centers

2018 ◽  
Vol 83 (19) ◽  
pp. 12007-12022 ◽  
Author(s):  
Juliette Halli ◽  
Philipp Kramer ◽  
Jennifer Grimmer ◽  
Michael Bolte ◽  
Georg Manolikakes
Keyword(s):  
One Pot ◽  
One Pot Synthesis ◽  
Stereogenic Centers

Stereocontrolled construction of six vicinal stereogenic centers on a hexahydroxanthone framework through a formal [2+1+3] annulation

2019 ◽  
Vol 55 (93) ◽  
pp. 14003-14006 ◽  
Author(s):  
Shun-Qin Chang ◽  
Xiong Zou ◽  
Yi Gong ◽  
Xue-Wen He ◽  
Xiong-Li Liu ◽  
...  
Keyword(s):  
Michael Addition ◽  
One Pot ◽  
Stereogenic Centers

The first example of a bifunctional donor–donor 3C synthon formed in situ from an activated methine with nitromethane through a [2+1] Michael addition, further directing a one-pot organocascade Michael/Henry cycloaddition was developed.

ChemInform Abstract: Recyclable Organocatalyst-Promoted One-Pot Michael/Aza-Henry/Lactamization Reactions for Fluorinated 2-Piperidinones Bearing Four Stereogenic Centers.

ChemInform ◽  
2016 ◽  
Vol 47 (4) ◽  
pp. no-no
Author(s):  
Xin Huang ◽  
Kenny Pham ◽  
Xiaofeng Zhang ◽  
Wen-Bin Yi ◽  
Jeremy H. Hyatt ◽  
...  
Keyword(s):  
One Pot ◽  
Stereogenic Centers

One-Pot Asymmetric Synthesis of β-Cyanohydroxymethyl α-Amino Acid Derivatives:  Formation of Three Contiguous Stereogenic Centers

2002 ◽  
Vol 4 (25) ◽  
pp. 4519-4522 ◽  
Author(s):  
Shin-ichi Watanabe ◽  
Armando Córdova ◽  
Fujie Tanaka ◽  
Carlos F. Barbas
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Amino Acid Derivatives ◽  
One Pot ◽  
Stereogenic Centers

scholarly journals Organocatalytic one-pot 1,4-/1,6-/1,2-addition sequence for the stereocontrolled formation of six consecutive stereocenters

2015 ◽  
Vol 51 (12) ◽  
pp. 2270-2272 ◽  
Author(s):  
Pankaj Chauhan ◽  
Suruchi Mahajan ◽  
Gerhard Raabe ◽  
Dieter Enders
Keyword(s):  
Addition Reaction ◽  
One Pot ◽  
Stereogenic Centers

A new stereoselective organocatalyzed one-pot 1,4-/1,6-/1,2-addition reaction sequentially catalyzed by low loading of a squaramide and an achiral base provide a direct entry to isoxazole bearing cyclohexanes with six contiguous stereogenic centers in good yields and excellent stereoselectivities.

An Intramolecular Diels–Alder Furan (IMDAF) Approach towards the Synthesis of Isoindolo[2,1-a]quinazolines and Isoindolo[1,2-b]quinazolines

Synthesis ◽  
2017 ◽  
Vol 49 (16) ◽  
pp. 3749-3767 ◽  
Author(s):  
Vladimir Zaytsev ◽  
Ekaterina Revutskaya ◽  
Tatiana Nikanorova ◽  
Eugeniya Nikitina ◽  
Pavel Dorovatovskii ◽  
...  
Keyword(s):  
Unsaturated Acid ◽  
Nitrogen Heterocycles ◽  
Diels Alder ◽  
Isatoic Anhydride ◽  
One Pot ◽  
Efficient Approach ◽  
Condensation Reactions ◽  
Stereogenic Centers ◽  
Acid Anhydrides

An efficient approach to bridged pentacyclic nitrogen heterocycles via the tandem acylation/intramolecular Diels–Alder furan (IMDAF) reaction of 2-furylquinazolinones is described. Reactions of α,β-unsaturated acid anhydrides with 2-furyl-2,3-dihydroquinazolin-4-ones give 6b,9-epoxyisoindolo[2,1-a]quinazolines in average yields. In this case, the exo-IMDAF reactions proceed with excellent diastereoselectivity giving five stereogenic centers and three new rings in one synthetic step. Isomeric 2,4a-epoxyisoindolo[1,2-b]quinazolines are obtained by one-pot, three-component condensation reactions of allylamine, isatoic anhydride and furaldehydes involving the same IMDAF­ reaction as the key step. Some useful transformations including halogenation, hydrogenation, Prilezhaev epoxidation, and esterification of the synthesized epoxyisoindoloquinazolines are also demonstrated.

ChemInform Abstract: Recyclable Organocatalyst-Promoted One-Pot Asymmetric Synthesis of Spirooxindoles Bearing Multiple Stereogenic Centers.

ChemInform ◽  
2016 ◽  
Vol 47 (18) ◽  
Author(s):  
Xin Huang ◽  
Kenny Pham ◽  
Wenbin Yi ◽  
Xiaofeng Zhang ◽  
Cecilia Clamens ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
One Pot ◽  
Stereogenic Centers
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