| 李淼,陈平平,陈治明.化学通报,2019,82(11):1019-1026. |
| 轴手性双硫脲催化合成螺四氢噻吩类化合物 |
| Synthesis of Spirotetrahydrothiophene Compounds Catalyzed by Bifunctional Chiral Thiourea |
| 投稿时间：2019-05-24 修订日期：2019-08-02 |
| DOI： |
| 中文关键词: 轴手性硫脲 双功能 1,4-二硫-2,5-二醇 α,β-不饱和酮 |
| 英文关键词:axonal thiourea, bifunctional, 1,4-disulfo-2,5-diol, α,β- unsaturated ketone |
| 基金项目:国家自然科学基金项目 |
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| 中文摘要: |
| 本文成功合成了3种多氢键轴手性联萘酚硫脲催化剂，并将其应用于1,4-二硫-2,5-二醇和α,β-不饱和酮Sulfa-Michael/Aldol反应，实现了螺[四氢噻吩-3-醇]类化合物的不对称合成，并且对反应条件进行了优化。结果表明：在25 ℃下，THF作为溶剂，20mmol%1a作为催化剂，反应8h，得到较高的产率(92%)，较好的立体选择性(95%)和非对映选择性(﹥90:10 dr)。 |
| 英文摘要: |
| In this paper,three kinds of multi-hydrogen bond-axis chiral naphthol thiourea catalysts were successfully synthesized and used to catalyze the Sulfa-Michael/Aldol reaction of 1,4-dithio-2,5-diol and α,β-unsaturated ketone, This type of reaction successfully synthesized spiro[tetrahydrothiophene-3-ol] compounds and optimized the reaction conditions. It is demonstrated that using THF as solvent，the dosage of catalyst is 20mmol%，the temperature and time of reaction are 25 ℃ and 8h,the target products can be obtained with higher yield (up to 92%),better stereoselectivity(up to 86%) and diastereoselectivity
(﹥90:10 dr). |
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