ChemInform Abstract: Initiation of Radical Cyclization Reactions Using Dimanganese Decacarbonyl. A Flexible Approach to Preparing 5-Membered Rings.

ChemInform ◽  
2010 ◽  
Vol 31 (33) ◽  
pp. no-no
Author(s):  
Bruce C. Gilbert ◽  
Wilhelm Kalz ◽  
Chris I. Lindsay ◽  
P. Terry McGrail ◽  
Andrew F. Parsons ◽  
...  
Author(s):  
Yuxuan Ye ◽  
Haigen Fu ◽  
Todd K Hyster

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.


1997 ◽  
pp. 239-240 ◽  
Author(s):  
Chin-Kang Sha ◽  
Wei-Hong Tseng ◽  
Kuan-Tsau Huang ◽  
Kuan-Miao Liu ◽  
Herng-Yih Lin ◽  
...  

2006 ◽  
Vol 8 (25) ◽  
pp. 5757-5760 ◽  
Author(s):  
Dan Yang ◽  
Yi-Long Yan ◽  
Bao-Fu Zheng ◽  
Qiang Gao ◽  
Nian-Yong Zhu

Synlett ◽  
2015 ◽  
Vol 26 (08) ◽  
pp. 1055-1058 ◽  
Author(s):  
Namasivayam Palani ◽  
Sengottuvelan Balasubramanian ◽  
Tarur Dinesh

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.


2021 ◽  
Vol 25 ◽  
Author(s):  
Saima malik ◽  
Aditya G. Lavekar ◽  
Bimal Krishna Banik

: 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.


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

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