Graduate School of Pharmaceutical Sciences, Osaka University.
Chem Pharm Bull (Tokyo). 2020;68(11):1100-1103. doi: 10.1248/cpb.c20-00545.
α,β-Unsaturated esters were selectively protected in situ in the presence of α,β-unsaturated Weinreb amides using PEt and trimethylsilyl trifluoromethanesulfonate (TMSOTf) in toluene under reflux. Diisobutylaluminium hydride (DIBAL-H) reduction of the mixture followed by tetra-n-butylammonium fluoride (TBAF) treatment produced α,β-unsaturated aldehydes in good yields along with the recovered α,β-unsaturated esters.
在回流的甲苯中，使用 PEt 和三甲基硅基三氟甲磺酸酯（TMSOTf）可以选择性地原位保护α，β-不饱和 Weinreb 酰胺中的α，β-不饱和酯。混合物经二异丁基氢化铝（DIBAL-H）还原，然后用四丁基氟化铵（TBAF）处理，可得到高产率的α，β-不饱和醛和回收的α，β-不饱和酯。
