Lithium tri-sec-butylborohydride (l-Selectride) is known to be an exceptionally powerful and highly stereoselective reducing agent. It has been used for the diastereoselective reduction of the ketones to give the alcohol, [¹-¹0] selective 1,4-reduction of the enones by conjugate addition of hydride to afford ketones [¹¹] [¹²] or alcohols, [¹³] conjugate reduction of exocyclic acrylonitrile derivatives, [¹4] reduction of the double bond [¹5] and iodide. [¹6] It was also found to be an efficient reagent for the desymmetrization of meso-­diesters, [¹7] dehalogenation of monohalopyridines, [¹8] rearrangement of 5-trimethylsilylthebaine, [¹9] reductive cleavage of exoxides, [²0] and deprotection of N-carbomethoxy-substituted opioids to N-noropioids. [²¹]

Lithium tri-sec-butylborohydride is commercially available, but can also be readily prepared by addition of tri-sec-butylborane to a tetrahydrofuran solution of lithium aluminium hydride at room temperature. It is obtained as colorless solution in tetrahydrofuran. [²²]

Scheme 1

三仲丁基硼氢化锂（1- Selectride）是一种功能强大且立体选择性高的还原剂。它已用于酮的非对映选择性还原，得到醇，通过加成共轭氢化物的酮，使烯酮[ 1-1-0 ]选择性1,4-还原，得到酮[ 1-1 ] [ 1,2 ]或醇，[ 1,2 ]。共轭还原环外丙烯腈衍生物，[ ¹4 ]还原双键[的¹5 ]和碘化物。[ ¹6 ]还发现它是消解内消旋二酯的有效试剂，[ ¹7monohalopyridines的]脱卤，[ ¹8 5- trimethylsilylthebaine的]重排，[ ¹9 ] exoxides的还原裂解，[ ²0 ]和脱保护Ñ甲酯基-取代的阿片样物质到Ñ -noropioids。[ ²¹ ]

三仲丁基硼氢化锂是可商购的，但是也可以通过在室温下将三仲丁基硼烷添加到氢化铝锂的四氢呋喃溶液中而容易地制备。得到的无色四氢呋喃溶液。[ ²² ]

方案1