Camphor-derived thioureas: Synthesis and application in asymmetric Kabachnik-Fields reaction

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• 作者：Pogula Sreekanth Reddy ; Motakatla Venkata Krishna Reddy ; Peddiahgari Vasu Govardhana Reddy ; ^{pvgr@yogivemanauniversity.ac.in" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Asymmetric organocatalysis ; (1R ; 3S)-Camphoric acid ; Camphor-derived thioureas ; Chiral α-aminophosphonates ; Enantioselective Kabachnik-Fields reaction
• 刊名：Chinese Chemical Letters
• 出版年：2016
• 出版时间：June 2016
• 年：2016
• 卷：27
• 期：6
• 页码：943-947
• 全文大小：460 K

文摘

A series of camphor-derived thiourea organocatalysts 3a–f were designed and synthesized from (1m>Rm>,3m>Sm>)-camphoric acid 1 and applied to the one-pot three-component Kabachnik–Fields reaction. Catalyst 3c was found to be an efficient organocatalyst for the reaction of 2-cyclopropylpyrimidin-4-carbaldehyde 4, various amines 5, and diphenylphosphite 6 to yield the corresponding enantioselective m>αm>-aminophosphonates 7a–e in 74%–82% yields and 14%–35% m>eem>.