ChemInform Abstract: Total Synthesis of (.+-.)-Dihydroprotolichesterinic Acid and Formal Synthesis of (.+-.)-Roccellaric Acid by Radical Cyclization of an Epoxide Using a Transition-Metal Radical Source.

ChemInform ◽  
2010 ◽  
Vol 31 (2) ◽  
pp. no-no
Author(s):  
Pijus Kumar Mandal ◽  
Subhas Chandra Roy
Keyword(s):  
Transition Metal ◽  
Total Synthesis ◽  
Radical Cyclization ◽  
Formal Synthesis ◽  
Metal Radical

scholarly journals Expedient Access to Enantiopure Cyclopentanic Natural Products: Total Synthesis of (-)-Cyclonerodiol

2015 ◽  
Vol 10 (1) ◽  
pp. 1934578X1501000
Author(s):  
Carmen Pérez Morales ◽  
M. Mar Herrador ◽  
José F. Quílez del Moral ◽  
Alejandro F. Barrero
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Radical Cyclization ◽  
Formal Synthesis ◽  
Common Precursor ◽  
Enantiospecific Synthesis ◽  
Optically Pure

Following the principles of collective total synthesis, a number of natural products sharing an optically pure, multifunctional, cyclopentanic core were synthesized from a common precursor: plinol A (1). This intermediate was efficiently obtained in only four steps from (-)-linalool (2) using as the key step a Ti(III)-mediated diastereoselective radical cyclization. The feasibility of this approach was confirmed with the expedient enantiospecific synthesis of cyclonerodiol (3), and the formal synthesis of chocol G (4) and piperitone (5).

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