Rossiter J T, Pickett J A, Bennett M H, Bones A M, Powell G, Cobb J
Division of Biology, Imperial College London, Wye Campus, Wye, Ashford, Kent TN25 5AH, UK.
Phytochemistry. 2007 May;68(10):1384-90. doi: 10.1016/j.phytochem.2007.02.030. Epub 2007 Apr 16.
(E)-2-[2,3-2H2]propenyl glucosinolate was synthesised starting from (E)-[3,4-2H2]but-3-en-1-ol, which was produced by reduction of but-3-yn-1-ol with deuterium gas in the presence of Lindlar's catalyst. The synthesis of (E)-2-[2,3-2H2]propenyl glucosinolate was completed via the nitro intermediate to form the basic desulphoglucosinolate skeleton. The (E)-2-[2,3-2H2]propenyl glucosinolate was fully characterised and deuterium NMR spectroscopy used to examine the rearrangement of the thiohydroximate to the isothiocyanate and thiocyanate.
（E）-2-[2,3-2H₂]丙烯基硫代葡萄糖苷以（E）-[3,4-2H₂]丁-3-烯-1-醇为起始原料合成，（E）-[3,4-2H₂]丁-3-烯-1-醇是通过在林德拉催化剂存在下用氘气还原丁-3-炔-1-醇制得的。（E）-2-[2,3-2H₂]丙烯基硫代葡萄糖苷的合成通过硝基中间体完成，以形成基本的脱硫硫代葡萄糖苷骨架。对（E）-2-[2,3-2H₂]丙烯基硫代葡萄糖苷进行了全面表征，并使用氘核磁共振光谱研究硫代肟酸酯向异硫氰酸酯和硫氰酸酯的重排。
