Zhao Runze, Zhou Da-Yang, Asano Kaori, Suzuki Takayoshi, Sasai Hiroaki, Suzuki Takeyuki
Sanken, Osaka University, 8-1 Mihogaoka, Ibaraki 567-0047, Osaka, Japan.
ACS Omega. 2024 Feb 26;9(16):17945-17955. doi: 10.1021/acsomega.3c09381. eCollection 2024 Apr 23.
A practical synthesis of -1,4-dialdehydes based on the oxidative cleavage of cyclobutanediol derivatives using polymer-supported periodate was developed. The -1,4-dialdehydes were obtained in up to >99% yield and subsequently employed in Ir-catalyzed asymmetric Tishchenko reactions to give the corresponding chiral lactones, which are versatile synthetic intermediates, in good yield with moderate enantiomeric excess. The catalytically active species was identified by means of cold-spray ionization mass spectrometry and H NMR spectroscopy.
基于聚合物负载高碘酸盐对环丁二醇衍生物进行氧化裂解，开发了一种实用的 -1,4-二醛合成方法。-1,4-二醛的产率高达>99%，随后用于铱催化的不对称蒂什琴科反应，以良好的产率和适度的对映体过量得到相应的手性内酯，手性内酯是通用的合成中间体。通过冷喷雾电离质谱和核磁共振氢谱对催化活性物种进行了鉴定。
