Hydroboration and Organic Synthesis : 9-Borabicyclo [3.3.1] nonane (9-BBN)
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-...
Auteur principal : | |
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Format : | Livre |
Langue : | anglais |
Titre complet : | Hydroboration and Organic Synthesis : 9-Borabicyclo [3.3.1] nonane (9-BBN) / edited by Ranjit S. Dhillon. |
Publié : |
Berlin, Heidelberg :
Springer Berlin Heidelberg
, [20..] Cham : Springer e-books Springer Nature |
Accès en ligne : |
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Condition d'utilisation et de reproduction : | Conditions particulières de réutilisation pour les bénéficiaires des licences nationales : https://www.licencesnationales.fr/springer-nature-ebooks-contrat-licence-ln-2017 |
Contenu : | 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 |
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Documents associés : | Autre format:
Hydroboration and organic synthesis |
Résumé : | 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 |
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ISBN : | 978-3-540-49076-0 |
DOI : | 10.1007/978-3-540-49076-0 |