ChemInform Abstract: Application of Butane-2,3-diacetals in the Synthesis of Optically Active Natural Products

ChemInform ◽  
2014 ◽  
Vol 46 (3) ◽  
pp. no-no
Author(s):  
Weronika Waclawczyk-Biedron ◽  
Adam Drop ◽  
Bozena Frackowiak-Wojtasek
Keyword(s):  
Natural Products ◽  
Optically Active ◽  
Active Natural

Enantioselective constructions of quaternary carbons and their application to the asymmetric total syntheses of fredericamycin A and discorhabdin A

2007 ◽  
Vol 79 (4) ◽  
pp. 701-713 ◽  
Author(s):  
Yasuyuki Kita ◽  
Hiromichi Fujioka
Keyword(s):  
Natural Products ◽  
Optically Active ◽  
Biologically Active ◽  
Hypervalent Iodine ◽  
Total Syntheses ◽  
Carbon Centers ◽  
Phenol Derivatives ◽  
Fredericamycin A ◽  
Active Natural ◽  
Quaternary Carbons

An efficient enantioselective construction of quaternary carbons including spiro carbons is an area of intense interest due to the importance of these units as components of biologically active natural products. Prominent methods are presented for the synthesis of chiral, nonracemic quaternary carbon centers by (i) stereospecific rearrangement of optically active epoxides, (ii) enzyme-catalyzed resolution, and (iii) hypervalent iodine reagent-induced ipso-substitution of para-substituted phenol derivatives. These methods were applied to the total syntheses of fredericamycin A and discorhabdin A.

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