Hydroboration and Organic Synthesis [electronic resource] : 9-Borabicyclo [3.3.1] nonane (9-BBN) /
Dhillon, Ranjit S.author.
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.
Description based upon print version of record.
Includes bibliographical references and index.
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.
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.
Organic chemistry.
Medicinal chemistry.
Biochemistry.
Organic Chemistry.
Medicinal Chemistry.
Biochemistry, general.