Mini-Reviews in Organic Chemistry

ISSN: 1570-193X

Mini-Reviews in Organic Chemistry
Volume 4, Number 2, May 2007

Contents


An Update on Catalytic Enantioselective Alkylations of Indoles Pp. 115-124
Marco Bandini, Astrid Eichholzer and Achille Umani-Ronchi
[Abstract]


Chemistry of Cavitands Pp. 125-142
Wanda Sliwa and Jerzy Peszke
[Abstract]


Heteroatom-Containing, Carbon-Bridged Calix[4]arene, Thiacalix[4]arene and Sulfonamide Bridged Calix[4]arene Pp. 143-157
Wen-Sheng Zhang, Yu An, Rui Liu, Bing Gong and Lan He
[Abstract]


Chemistry and Biology of the Streptogramin A Antibiotics Pp. 159-181
Fahim Ahmed and William A. Donaldson
[Abstract]


Chemistry of the Anionically Activated Aromatic CF₃ Group Pp. 183-189
Alexander S. Kiselyov
[Abstract]




Abstracts
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An Update on Catalytic Enantioselective Alkylations of Indoles
Marco Bandini, Astrid Eichholzer and Achille Umani-Ronchi

Indole benzylic stereocenters are molecular frameworks largely present in natural occurring compounds, with their absolute configuration being of key importance in determining the biological activity of the entire molecule. In this context, the development of new catalytic asymmetric strategies for their preparation is a research area of astonishingly rapid growth by means of organic as well as organometallic catalysts. Here, an update of this thriving scenario is presented by focusing in highly stereocontrolled Michael addition approaches, addition to carbonyl units, direct aromatic C-H activation/alkylation, and allylic alkylation.


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Chemistry of Cavitands
Wanda Sliwa and Jerzy Peszke

In the paper selected examples of cavitands are presented showing their binding properties. In the first part cavitands with one or two extended walls are described, the second part concerns deep cavitands, and in the third part examples of cavitands forming open capsules are given.


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Heteroatom-Containing, Carbon-Bridged Calix[4]arene, Thiacalix[4]arene and Sulfonamide Bridged Calix[4]arene
Wen-Sheng Zhang, Yu An, Rui Liu, Bing Gong and Lan He

This review provides a discussion of developments in heteroatom-containing, carbon-bridged calixarene and thiacalixarene. These compounds are described with regard to their syntheses and inclusion properties.


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Chemistry and Biology of the Streptogramin A Antibiotics
Fahim Ahmed and William A. Donaldson

The streptogramin A antibiotics have proven to be highly active against Gram positive bacteria, particularly methicillin-resistant Staphylococcus aureus. Members of this group of compounds are characterized by a 23-membered macrocycles containing polyene, oxazole, amide and ester functionality. The chemistry and biology of these valuable antimicrobial agents is covered.


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Chemistry of the Anionically Activated Aromatic CF₃ Group
Alexander S. Kiselyov

Various chemistries could be accessed from the aromatic substrates containing CF₃ functionality that is conjugated with the ionizable NH, OH or CH groups. The suggested mechanism involves formation of the quinone methide intermediate. It is generally accepted that these reactive species can be viewed as either C₁ or C₃X (X = N or CH₂) synthone. Their reactions in situ with diverse electrophiles yield an array of [6,6]-fused or 5-membered aromatic heterocycles.