Dhillon Hydroboration and Organic Synthesis

9-Borabicyclo [3.3.1] nonane (9-BBN)
1. Auflage 2007
ISBN: 978-3-540-49076-0
Verlag: Springer
Format: PDF
Kopierschutz: 1 - PDF Watermark

E-Book, Englisch, 586 Seiten, eBook

9-Borabicyclo [3.3.1]nonane, a commercially available reagent, is the most versatile hydroborating reagent to synthesize organoboranes (B-R-9-BBN). The reagent exhibits remarkable regio-, chemo-, and stereoselectivity during hydroboration reactions. The organoboranes can be converted to C-H, C-O, C-N, C-S, C-halogen, C-metal and above all C-C bonds. In addition, the suitable substituted / unsaturated R of B-R-9-BBN can be utilized to produce dienes, enynes, allenes etc. with defined stereochemistry. 9-BBN’s derivatives have been elegantly used for the asymmetric reduction of ketone moiety. Diels-Alder and Suzuki reactions have expanded the utility of 9-BBN for the synthesis of a variety of organic compounds required for industry. Consequently, this vast field in the form of a book will be helpful to synthetic organic chemists for easy access to literature, required for chemical transformations.

Zielgruppe

Research

Autoren/Hrsg.

Dhillon, Ranjit S.

Inhaltsverzeichnis

General Remarks.- Preparation and Properties.- Kinetic Studies.- Hydroboration.- Synthesis of Alcohols.- Synthesis of Aldehydes and Ketones.- Synthesis of Carboxylic Acids.- Synthesis of Esters.- Synthesis of Nitriles.- Synthesis of (E)-?,?-Unsaturated Amides.- Synthesis of Amines.- Synthesis of Halides.- Synthesis of Dialkylsulfides.- Synthesis of Thiophene Oligomers.- Synthesis of Cyclopropanes and Cyclobutanes.- Synthesis of Borinanes.- Synthesis and Transformations of Butterflyboranes: cis-Bicyclo[3.3.0]oct-1-yldialkylboranes.- Synthesis of ?-Bromoboranes.- Synthesis of Borinates.- Synthesis and Transformation of Polymers.- Synthesis of Alkali Metal 9-Boratabicyclo[3.3.1] nonane (Li, K, and Na 9-BBNH).- Synthesis of B-R-9-BBN Not Available via Hydroboration.- Synthesis of Unsaturated Compounds.- Reduction.- Asymmetric Reduction.- Cleavage of Ethers.- trans-Metalation.- Separation of Isomers.- Diels-Alder Reaction.- Suzuki Reaction.- Miscellaneous Reactions.