醛1由NaBH4，和催化氢化得醇3， 经Mitsunobu反应由3合成4，4用光气处理生成异氰酸酯5，在碱的作用下，糖肟6与5缩合生成7，用氨处理并用AcSH还原酰化得目标化合物9，从葡萄糖和醛1出发，经过11步合成9，一个机关报的尿烷型化合物，所有的新化合物均由无素分析、红外光谱、核磁共振谱和质谱确定结构。

Aryl-halo-diazirines react under basic conditions with 1.3-cis-, 1.2-cis-, and 1.2-trans-diols to give acetals, Yieldsd are high. Diastereoselectivities depend upon the diol and upon the reaction conditions. Thus, reaction of the 1.3-cis-diol 1 (Schemel) with 2 gave 3 as a single diastereoisomer. The 1.2-cis-diols-4 and 7 led to the endo-and exo-acetals 5/6 (93:7) and 8/9 (ca. 10:1), respectively. The 1,2-trabs-diol 10, 16, and 19 reacted with 2 to afford 11/12 (19:10), 17/18 (1:1), and 20/21 (6:1), respectively. Reaction of the (4-nitrophenyl) diazirine 13 with 10 at higher temperatures yielded 14/15 (6:4). The uracil moiety, the acetamido group, and the enol-ether moiety are compatible with the reaction conditions. The diastereoselectivity is rationalized on the basis of a reaction sequence involving alkoxy-halogen exchange, which is regioselective or not. thermolysis of the ensuing alkoxydiazirine (s). protonation of the alkoxycarbene to form an (E)-configurated oxycarbenium ion, and attack of the neighboring oxy or hydroxy group, which is only possible for a limited range of conformers.

Oxime ethers were synthesized in one-pot reaction from benzaldehyde or acetophenon, hydroxylamine hydrogen chloride, alkyl halides and KOH in aqueous DMSO. The reactions were completed in 15-50min with yields in 80-96%.

The title compound (C19H25NO4, Mr = 331.40) was synthesized and its crystal structure was determined by single-crystal X-ray structure analysis. The compound belongs to space group P212121 with a = 7.738(2), b = 10.131(2), c = 21.535(4) Å, V = 1688.3(6) Å3 and Z = 4. The final R and wR factors are 0.0557 and 0.1489, respectively, for 2936 (I > 2σ(I)) independent observable reflections. The result shows that the title compound is a tetracyclic alkaloid with four chiral centers, and the absolute configuration of the newly formed one is 6S. The piperidine ring is in chair conformation, while the other two aliphatic rings are in twist boat conformation. The title compound was the mainly isolated reduction product, which means that the hydrogen anion attacks the carbonyl group at the opposite side away from the phenyl group because of its steric effect.