The total synthesis of raistrickindole A

• Main Authors: Pham, Thang Loi, Sae-Lao, Patcharaporn, Toh, Hannah Hui Min, Csókás, Dániel, Bates, Roderick Wayland
• Other Authors: School of Chemistry, Chemical Engineering and Biotechnology
• Format: Article
• Language: English
• Published: 2022
• Subjects: Science::Chemistry; Chemical Synthesis; Organic Compounds
• Online Access: https://hdl.handle.net/10356/163031
• Institution: Nanyang Technological University

The total synthesis of raistrickindole A has been achieved, thereby confirming the proposed structure as an N-hydroxylated DKP. In the first but less selective approach, the DKP was built up by cyclization of a diastereoisomerically mixed N-hydroxylated dipeptide. In the second approach, the same DKP was constructed stereoselectively by the intramolecular Mitsunobu reaction of a hydroxamic acid. The synthesis was completed by a stereoselective oxidative cyclization.