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|Section2= |Section7= |Section8= }} Alpine borane is the commercial name for an organoboron compound that is used in organic synthesis. This reagent is generated by treating 9-BBN with α-pinene to give a sterically crowded trialkylborane. The resulting chiral species can stereoselectively reduce ketones, aldehydes, even deutero aldehydes in what is known as the Midland Alpine Borane Reduction, or simply the Midland Reduction:〔M. Mark Midland "B-3-Pinanyl-9-borabicyclo()nonane" in Encyclopedia of Reagents for Organic Synthesis 2001 John Wiley, New York.. Article Online Posting Date: April 15, 2001〕 :C8H12B-pinanyl + RCDO → C8H12BOCHDR + (+)-''d''-pinene Hydrolysis of the resulting borinic ester affords the alcohol: :C8H12BOCHDR + H2O → C8H12BOH + HOCHDR It is also effective for the stereoselective reduction of certain acetylenic ketones. ==Related reagents== A range of alkyl-substituted derivatives of borane and diborane are specialty reagents in organic synthesis. Two such reagents that are closely related to Alpine borane are 9-BBN and diisopinocampheylborane. 抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)』 ■ウィキペディアで「Alpine borane」の詳細全文を読む スポンサード リンク
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