scholarly journals Catalytic alkene cyclization reactions for the stereoselective synthesis of complex “terpenoid-like” heterocycles

2013 ◽  
Vol 4 (1) ◽  
pp. 292-296 ◽  
Author(s):  
Jared T. Moore ◽  
Cristian Soldi ◽  
James C. Fettinger ◽  
Jared T. Shaw
Keyword(s):  
Stereoselective Synthesis ◽  
Cyclization Reactions

Stereoselective synthesis of tetracyclic indolines via gold-catalyzed cascade cyclization reactions

2011 ◽  
Vol 47 (27) ◽  
pp. 7803 ◽  
Author(s):  
Gianpiero Cera ◽  
Pasquale Crispino ◽  
Magda Monari ◽  
Marco Bandini
Keyword(s):  
Stereoselective Synthesis ◽  
Cyclization Reactions ◽  
Cascade Cyclization

ChemInform Abstract: Stereoselective Synthesis of Tetracyclic Indolines via Gold-Catalyzed Cascade Cyclization Reactions.

ChemInform ◽  
2011 ◽  
Vol 42 (46) ◽  
pp. no-no
Author(s):  
Gianpiero Cera ◽  
Pasquale Crispino ◽  
Magda Monari ◽  
Marco Bandini
Keyword(s):  
Stereoselective Synthesis ◽  
Cyclization Reactions ◽  
Cascade Cyclization

Lewis Acid-Promoted Cyclization Reactions of Alkenyl Ethenetricarboxylates: Stereoselective Synthesis of 2-Oxotetrahydrofurans and 2-Oxopyrrolidines

2013 ◽  
Vol 78 (17) ◽  
pp. 8405-8416 ◽  
Author(s):  
Shoko Yamazaki ◽  
Ken Fujinami ◽  
Yuki Maitoko ◽  
Khota Ueda ◽  
Kiyomi Kakiuchi
Keyword(s):  
Lewis Acid ◽  
Stereoselective Synthesis ◽  
Cyclization Reactions

scholarly journals Synthesis of Enantioenriched Tetra-ortho-3,3′-substituted Biaryls by Small-Molecule-Catalyzed Noncanonical Polyketide Cyclizations

Synlett ◽  
2019 ◽  
Vol 31 (01) ◽  
pp. 13-20
Author(s):  
Reto M. Witzig ◽  
Christof Sparr
Keyword(s):  
Hydrogen Bonding ◽  
Small Molecule ◽  
Late Stage ◽  
Stereoselective Synthesis ◽  
Aldol Condensation ◽  
Polyketide Synthases ◽  
Cyclization Reactions ◽  
Aromatic Polyketides ◽  
One Step ◽  
High Yields

The arene-forming aldol condensation is a fundamental reaction in the biosynthesis of aromatic polyketides. Precisely controlled by the polyketide synthases, the highly reactive poly-β-carbonyl substrates are diverged into numerous aromatic natural products by selective cyclization reactions; a fascinating biosynthetic strategy that sparked our interest to investigate atroposelective aldol condensations. In this Account, we contextualize and highlight the ability of small-molecule catalysts to selectively convert noncanonical hexacarbonyl substrates in a double arene-forming aldol condensation resulting in the atroposelective synthesis of tetra-ortho-3,3′-substituted biaryls. The hexacarbonyl substrates were obtained by a fourfold ozonolysis enabling a late-stage introduction of all carbonyl functions in one step. Secondary amine catalysts capable of forming an extended hydrogen-bonding network triggered the noncanonical polyketide cyclization in order to form valuable biaryls in high yields and with stereocontrol of up to 98:2 er.1 Biosynthesis of Aromatic Polyketides2 Rotationally Restricted Aromatic Polyketides3 3,3′-Substituted Binaphthalenes in Catalysis4 Stereoselective Synthesis of Atropisomers5 Synthesis of Enantioenriched Tetra-ortho-3,3′-Substituted Biaryls by the Atroposelective Arene-Forming Aldol Condensation6 Conclusion

ChemInform Abstract: Stereoselective Synthesis of Substituted Tetrahydrofurans Using 5-Endo-trig Cyclization Reactions.

ChemInform ◽  
2010 ◽  
Vol 31 (6) ◽  
pp. no-no
Author(s):  
Donald Craig ◽  
Neil J. Ikin ◽  
Neil Mathews ◽  
Alison M. Smith
Keyword(s):  
Stereoselective Synthesis ◽  
Cyclization Reactions
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