Radical cyclization reactions of 4-bromo vinylogous-esters, vinylogous-amides and enones

1997 ◽  
pp. 239-240 ◽  
Author(s):  
Chin-Kang Sha ◽  
Wei-Hong Tseng ◽  
Kuan-Tsau Huang ◽  
Kuan-Miao Liu ◽  
Herng-Yih Lin ◽  
...  
Keyword(s):  
Radical Cyclization ◽  
Cyclization Reactions ◽  
Vinylogous Esters ◽  
Vinylogous Amides

ChemInform Abstract: Radical Cyclization Reactions of 4-Bromo Vinylogous Esters, Vinylogous Amides and Enones.

ChemInform ◽  
2010 ◽  
Vol 28 (24) ◽  
pp. no-no
Author(s):  
C.-K. SHA ◽  
W.-H. TSENG ◽  
K.-T. HUANG ◽  
K.-M. LIU ◽  
H.-Y. LIN ◽  
...  
Keyword(s):  
Radical Cyclization ◽  
Cyclization Reactions ◽  
Vinylogous Esters ◽  
Vinylogous Amides

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.

Copper(I)-Catalyzed Chlorine Atom Transfer Radical Cyclization Reactions of Unsaturated α-Chloro β-Keto Esters

2006 ◽  
Vol 8 (25) ◽  
pp. 5757-5760 ◽  
Author(s):  
Dan Yang ◽  
Yi-Long Yan ◽  
Bao-Fu Zheng ◽  
Qiang Gao ◽  
Nian-Yong Zhu
Keyword(s):  
Chlorine Atom ◽  
Radical Cyclization ◽  
Atom Transfer ◽  
Cyclization Reactions ◽  
Keto Esters ◽  
Atom Transfer Radical Cyclization

Intramolecular Radical Cyclization of Vinyl, Aryl and Alkyl Halides Using Catalytic Amount of Bis-tri-n-butyltin Oxide/Sodium Borohydride: A Novel Entry to Functionalized Carbocycles

Synlett ◽  
2015 ◽  
Vol 26 (08) ◽  
pp. 1055-1058 ◽  
Author(s):  
Namasivayam Palani ◽  
Sengottuvelan Balasubramanian ◽  
Tarur Dinesh
Keyword(s):  
Sodium Borohydride ◽  
Catalytic Amount ◽  
Radical Cyclization ◽  
Alkyl Halides ◽  
Cyclization Reactions

We wish to report a facile method in which a catalytic amount of bis-tri-n-butyltinoxide (TBTO) in the presence of sodium borohydride efficiently brings about the intramolecular radical cyclization of a variety of vinyl, aryl and alkyl halides to their corresponding functionalized bicyclic and tricyclic carbocycle frameworks. The methodology obviates the need for stoichiometric amounts of tin reagent normally required for radical cyclization reactions.

Tin-Mediated Radical Cyclization Reactions

2021 ◽  
Vol 25 ◽  
Author(s):  
Saima malik ◽  
Aditya G. Lavekar ◽  
Bimal Krishna Banik
Keyword(s):  
Organic Compounds ◽  
Organic Synthesis ◽  
Biological Significance ◽  
Radical Cyclization ◽  
Organic Reactions ◽  
Cyclization Reactions ◽  
Complex Molecules ◽  
Radical Chemistry ◽  
Wide Range

: The radical was first come into existence in 1900 by Gomberg, where the triphenylmethane radical was explored. Thus, even to date, two centuries have seen radical chemistry as the methodology of preference in organic synthesis. Due to the fascinating nature of the radical-mediated cyclization reactions, it always caught the eye of organic chemists for the synthesis of novel organic compounds with diverse stereochemistry. Moreover, the development of radical methods further proves beneficial for the synthesis by providing atom- and step-economical methods to complex molecules. Among these, where radical chemistry has been employed, the use of tin-based radical annulation is the most common and widely used field for the synthesis of a wide range of organic reactions with medicinal importance. In this review, we compiled recent tin-mediated radical cyclization reactions toward the synthesis of molecules of biological significance.

Stereoselective CC bond formation in carbohydrates by radical cyclization reactions-IV. Application for the synthesis of α-C(1)-glucosides

1989 ◽  
Vol 30 (46) ◽  
pp. 6311-6314 ◽  
Author(s):  
Alain De Mesmaeker ◽  
Pascale Hoffmann ◽  
Beat Ernst ◽  
Paul Hug ◽  
Tammo Winkler
Keyword(s):  
Bond Formation ◽  
Radical Cyclization ◽  
Cyclization Reactions
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