Efficient Oxidative Radical Cyclizations of Ester Enolates with Carbocation Desilylation as Termination:  Synthesis of Cyclopentanoid Monoterpenes and Analogues†

2004 ◽  
Vol 6 (2) ◽  
pp. 257-260 ◽  
Author(s):  
Ullrich Jahn ◽  
Philip Hartmann ◽  
Emmi Kaasalainen
Keyword(s):  
Radical Cyclizations ◽  
Cyclopentanoid Monoterpenes

scholarly journals Efficient Oxidative Radical Cyclizations of Ester Enolates with Carbocation Desilylation as Termination: Synthesis of Cyclopentanoid Monoterpenes and Analogues.

ChemInform ◽  
2004 ◽  
Vol 35 (24) ◽  
Author(s):  
Ullrich Jahn ◽  
Philip Hartmann ◽  
Emmi Kaasalainen
Keyword(s):  
Radical Cyclizations ◽  
Cyclopentanoid Monoterpenes

Free radical cyclizations in alkaloid synthesis: (+)-heliotridine and (+)-hastanecine

Tetrahedron ◽  
1985 ◽  
Vol 41 (19) ◽  
pp. 3959-3971 ◽  
Author(s):  
Joong-Kwon Choi ◽  
David J. Hart
Keyword(s):  
Free Radical ◽  
Radical Cyclizations ◽  
Alkaloid Synthesis ◽  
Free Radical Cyclizations

scholarly journals Activation modes in biocatalytic radical cyclization reactions

2021 ◽  
Author(s):  
Yuxuan Ye ◽  
Haigen Fu ◽  
Todd K Hyster
Keyword(s):  
Heme Iron ◽  
Radical Cyclization ◽  
Cytochrome P450 Monooxygenases ◽  
Radical Cyclizations ◽  
Cyclization Reactions ◽  
Complex Molecules ◽  
P450 Monooxygenases ◽  
Non Heme Iron ◽  
Essential Reactions ◽  
Isopenicillin N

Abstract Radical cyclizations are essential reactions in the biosynthesis of secondary metabolites and the chemical synthesis of societally valuable molecules. In this review, we highlight the general mechanisms utilized in biocatalytic radical cyclizations. We specifically highlight cytochrome P450 monooxygenases (P450s) involved in the biosynthesis of mycocyclosin and vancomycin, non-heme iron- and α-ketoglutarate-dependent dioxygenases (Fe/αKGDs) used in the biosynthesis of kainic acid, scopolamine, and isopenicillin N, and radical S-adenosylmethionine (SAM) enzymes that facilitate the biosynthesis of oxetanocin A, menaquinone, and F420. Beyond natural mechanisms, we also examine repurposed flavin-dependent ‘ene’-reductases (ERED) for non-natural radical cyclization. Overall, these general mechanisms underscore the opportunity for enzymes to augment and enhance the synthesis of complex molecules using radical mechanisms.

ChemInform Abstract: Aryl Radical Cyclizations Involving an Amide Group in the Linking Chain.

ChemInform ◽  
2010 ◽  
Vol 24 (14) ◽  
pp. no-no
Author(s):  
K. JONES ◽  
J. M. D. STOREY
Keyword(s):  
Amide Group ◽  
Radical Cyclizations ◽  
Aryl Radical

The Study of Intramolecular Tandem Radical Cyclizations of Acylsilanes with Radicalphiles Attached on Silicon.

ChemInform ◽  
2005 ◽  
Vol 36 (26) ◽  
Author(s):  
Kuo-Hsiang Tang ◽  
Fang-Yu Liao ◽  
Yeun-Min Tsai
Keyword(s):  
Radical Cyclizations

Synthesis of 3,3-disubstituted oxindoles by organoselenium-induced radical cyclizations of N-arylacrylamides

2015 ◽  
Vol 21 (1) ◽  
Author(s):  
Wei-jun Fu ◽  
Mei Zhu ◽  
Guang-long Zou
Keyword(s):  
Practical Approach ◽  
Radical Cyclizations

AbstractA simple and practical approach to oxindole derivatives

ChemInform Abstract: The Application of Intramolecular Radical Cyclizations of Acylsilanes in the Regiospecific Formation of Cyclic Silyl Enol Ethers.

ChemInform ◽  
2010 ◽  
Vol 33 (26) ◽  
pp. no-no
Author(s):  
Chih-Hao Huang ◽  
Sheng-Yueh Chang ◽  
Nung-Sen Wang ◽  
Yeun-Min Tsai
Keyword(s):  
Radical Cyclizations ◽  
Enol Ethers ◽  
Silyl Enol Ethers

Acyl radical cyclizations in synthesis. part 2 further substituent effects on the mode and efficiency of cyclizaion of 6-heptenoyl radicals.

Tetrahedron ◽  
1990 ◽  
Vol 46 (6) ◽  
pp. 2135-2148 ◽  
Author(s):  
David Crich ◽  
K. Angeline Eustace ◽  
Simon M. Fortt ◽  
Timodthy J. Ritchie
Keyword(s):  
Substituent Effects ◽  
Radical Cyclizations ◽  
Acyl Radical

Highly Regioselective Radical Cyclizations of Allenamides

2005 ◽  
Vol 7 (5) ◽  
pp. 775-778 ◽  
Author(s):  
Lichun Shen ◽  
Richard P. Hsung
Keyword(s):  
Radical Cyclizations
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