作者:John A. Soderquist、Iveliz Kock、Maria E. Estrella
DOI:10.1021/op0601262
日期:2006.9.1
The reductive cleavage of benzaldehyde acetals and acetophenone ketals with the air-stable crystalline 9-borabicyclo[3.3.1]nonane dimer provides monobenzylated ether derivatives of diols and 1,2-oxygen-transposed β-phenethyl alcohols, respectively. The boron moiety is effectively recovered through simple procedures which involve convenient air-stable reagents and boron byproducts. The process is particularly
苯甲醛缩醛和苯乙酮缩酮与空气稳定的结晶9-borabicyclo [3.3.1]壬烷二聚体的还原裂解分别提供了二醇和1,2-氧-转位的β-苯乙醇的单苄基醚衍生物。通过简单的方法有效地回收硼部分,该方法涉及方便的空气稳定试剂和硼副产物。该方法对于1,3-二醇是特别选择性的,仅给出更多取代的单苄基醚衍生物。用苯乙酮缩酮既发生还原又消除,使9-BBN-H氢硼化所得的苯乙烯,从而干净地生产1,2-氧转位的β-苯乙醇。该新方法的潜在应用已通过迷幻剂,甲斯卡林和止痛药布非那克的合成得到了说明。