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A Mild and General trans-Diboration of Both Terminal and Internal Propargyl Alcohols
Yu-Tong Gu1, Di-Di Chen1, Cheng-Bin Wang1
1College of Sciences, Hebei University of Science and Technology, Shijiazhuang 050022, China.
Abstract:
A practical and efficient trans-diboration of propargyl alcohols was accomplished using sodium hydride (NaH) as a base in N,N-dimethylformamide at room temperature. The mild reaction conditions demonstrate general applicability, facilitating the successful conversion of both terminal and internal propargyl alcohols with diverse structures and functional groups into highly functionalized alkenediboronates [4-borylated 1,2-oxaborol-2(5H)-oles]. The resulting products, which incorporate two boron groups, can be selectively activated and subjected to stepwise transformations, thereby providing an effective platform for synthesizing a wide range of structurally diverse trisubstituted alkenes.
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