Synthesis of syn-epoxide from chiral (Z)-2-methyl-3-alkenal acetal via stereoselective bromohydrin formation by using a reagent prepared from N-bromosuccinimide (NBS) and dimethylsulfoxide (DMSO) under irradiation, and regioselective C–C bond formation were described.
HONDA YUTAKA; ORI AIICHIRO; TSUCHIHASHI GEN-ICHI, CHEM. LETT.,(1986) N 8, 1417-1420
作者:HONDA YUTAKA、 ORI AIICHIRO、 TSUCHIHASHI GEN-ICHI
DOI:——
日期:——
Selective Epoxidation of Chiral 2-Methyl-3,4-unsaturated Aldehyde Acetals
作者:Yutaka Honda、Aiichiro Ori、Gen-ichi Tsuchihashi
DOI:10.1246/cl.1986.1417
日期:1986.8.5
Title compounds were treated with EtAlCl2 or TiC3OPri and t-butyl hydroperoxide (TBHP) at −78 °C, followed by K2CO3 to give anti-epoxide, which reacted with LiAlH4 at γ-position.