ChemInform Abstract: Development of Novel Oxidation Reactions Using Hypervalent Iodine Reagents and Their Application to Total Synthesis of Biologically Active Natural Products

ChemInform ◽  
2000 ◽  
Vol 31 (45) ◽  
pp. no-no
Author(s):  
Hirofumi Tohma
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Biologically Active ◽  
Hypervalent Iodine ◽  
Oxidation Reactions ◽  
Active Natural

Recent results toward the stereoselective synthesis of biologically active natural products

2007 ◽  
Vol 79 (2) ◽  
pp. 163-172 ◽  
Author(s):  
Luiz C. Dias ◽  
Luciana G. de Oliveira ◽  
Paulo R. R. Meira
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Cell Cultures ◽  
Stereoselective Synthesis ◽  
Animal Cell ◽  
Biologically Active ◽  
Asymmetric Total Synthesis ◽  
Callystatin A ◽  
Animal Cell Cultures ◽  
Active Natural

This paper describes the convergent and stereocontrolled asymmetric total synthesis of (+)-crocacins C and D, potent inhibitors of animal cell cultures and several yeasts and fungi, and (-)-callystatin A, a potent antitumor polyketide.

Diversity-Oriented Synthesis of Natural Products via Gold-Catalyzed Cascade Reactions

Synlett ◽  
2018 ◽  
Vol 29 (12) ◽  
pp. 1552-1571 ◽  
Author(s):  
Jianxian Gong ◽  
Zhen Yang ◽  
Yueqing Gu ◽  
Ceheng Tan
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Cascade Reactions ◽  
Cascade Reaction ◽  
Biologically Active ◽  
Synthetic Methods ◽  
Left Wing ◽  
Asymmetric Total Synthesis ◽  
Diversity Oriented Synthesis ◽  
Active Natural

This account describes our group’s latest research in the field of diversity-oriented synthesis of natural products via gold-catalyzed cascade reactions. We present two general strategies based on gold-catalyzed cycloisomerization: a gold-catalyzed cascade reaction of 1,7-diynes and a pinacol-terminated gold-catalyzed cascade reaction. We highlight our development of synthetic methods for the construction of biologically active natural products by using these two strategies.1 Introduction2 Gold-Catalyzed Cascade Reactions of 1,7-Diynes2.1 Collective Synthesis of C15 Oxygenated Drimane-Type Sesquiterpenoids2.2 Synthesis of Left-Wing Fragment of Azadirachtin I2.3 Collective Synthesis of Cladiellins3 Pinacol-Terminated Gold-Catalyzed Cascade Reaction3.1 Asymmetric Formal Total Synthesis of (+)-Cortistatins3.2 Total Synthesis of Orientalol F3.3 Asymmetric Total Synthesis of (–)-Farnesiferol C4 Summary and Outlook

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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