γ-Butyrolactone Natural Products via Tributyltin-Hydride-Mediated Radical Cyclizations

1992 ◽  
Vol 55 (2) ◽  
pp. 194-206 ◽  
Author(s):  
John L. Belletire ◽  
Nosrat O. Mahmoodi
Keyword(s):  
Natural Products ◽  
Radical Cyclizations ◽  
Tributyltin Hydride

scholarly journals Synthesis of Pyrrolidinols by Radical Additions to Carbonyls Groups

Proceedings ◽  
2019 ◽  
Vol 41 (1) ◽  
pp. 20
Author(s):  
Francesca Marini ◽  
Martina Palomba ◽  
Luana Bagnoli ◽  
Claudio Santi
Keyword(s):  
Natural Products ◽  
Biological Activities ◽  
Radical Cyclization ◽  
Radical Cyclizations ◽  
Double Bonds ◽  
Alkoxy Radicals ◽  
Drug Candidates ◽  
Triple Bonds

Radical cyclizations represent powerful synthetic strategies for the assembling of heterocycles. Most radical cyclizations are based on the addition to C C double or triple bonds. On the contrary, the addition to C O double bonds is rarely reported, since it proceeds reversibly due to the formation of thermodynamically unfavorable alkoxy radicals. Herein we report our attempts to construct substituted pyrrolidin-3-ols by tin-mediated radical cyclization of 5-phenylseleno-3-aza-pentanals. These rings are widely represented in natural products and drug candidates with various biological activities.

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