Citation: Pogula Sreekanth Reddy, Motakatla Venkata Krishna Reddy, Peddiahgari Vasu Govardhana Reddy. Camphor-derived thioureas: Synthesis and application in asymmetric Kabachnik-Fields reaction[J]. Chinese Chemical Letters, ;2016, 27(6): 943-947. doi: 10.1016/j.cclet.2016.01.046 shu

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

Department of Chemistry, Yogi Vemana University, Kadapa 516003, Andhra Pradesh, India

Received Date: 2 November 2015
Revised Date: 29 December 2015

Fund Project: This project was supported by the Department of Science and Technology (DST), New Delhi, India (No. SR/FT/CS-013/2010) and is gratefully acknowledged.

A series of camphor-derived thiourea organocatalysts 3a-f were designed and synthesized from (1R,3S)-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 a-aminophosphonates 7a-e in 74%-82% yields and 14%-35% ee.
- Asymmetric organocatalysis,
- (1R,3S)-Camphoric acid,
- Camphor-derived thioureas,
- Chiral a-aminophosphonates,
- Enantioselective Kabachnik-Fields reaction
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