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Abstract
A synthesis of the antihipertensive amide 1, named captopril, is described. The strategy is based on a Baylis–Hillman reaction between N-acryloylproline and formaldehyde. Subsequential diastereoselective hydrogenation step and functional group interconversion provided captopril in good overall yield.
Acknowledgments
We wish to thank Prof. Dr. Fernando Coelho (IQ/UNICAMP) for ultrasound apparatus. The authors thank FAPESP for Melissa P. Feltrin's fellowship (99/10904-5).