The total synthesis of raistrickindole A

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 DK...

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Bibliographic Details
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
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Online Access:https://hdl.handle.net/10356/163031
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Institution: Nanyang Technological University
Language: English
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Summary: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.