Nonenzymatic Dynamic Kinetic Resolution of in situ Generated Hemithioacetals: Access to 1,3‐Disubstituted Phthalans,Advanced Synthesis & Catalysis

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Nonenzymatic Dynamic Kinetic Resolution of in situ Generated Hemithioacetals: Access to 1,3‐Disubstituted Phthalans
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2018-03-07 , DOI: 10.1002/adsc.201701518
Utpal Nath ₁ , Deepan Chowdhury ₁ , Subhas Chandra Pan ₁

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The first nonenzymatic DKR reaction of hemithioacetals is developed. Hemithioacetals were formed in situ via thiol addition and subsequently underwent an intramolecular oxa‐Michael reaction. The scope of the reaction was quite broad ranging from aliphatic to aromatic substituents and 1,3‐disubstituted‐1,3‐dihyroisobenzofuran products were obtained in good yields with moderate diastereoselectivities and high enantioselectivities.

中文翻译：

原位生成的半硫缩醛的非酶动力学动力学拆分：访问1,3-二取代的邻苯二甲酰胺。

开发了半硫缩醛的第一个非酶促DKR反应。半硫缩醛是通过添加硫醇原位形成的，随后进行了分子内的氧杂-迈克尔反应。反应的范围很广，从脂族取代基到芳族取代基，均以良好的收率，中等的非对映选择性和高对映选择性获得了1,3-二取代-1,3-二氢异苯并呋喃产物。

更新日期：2018-03-07

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