Macahydantoins A and B, two new thiohydantoin derivatives from Maca (Lepidium meyenii): Structural elucidation and concise synthesis of macahydantoin A. Issue 17 (26th April 2017)

• Record Type: Journal Article
• Authors: Yu, Mu-Yuan; Qin, Xu-Jie; Shao, Li-Dong; Peng, Xing-Rong; Li, Lei; Yang, Han; Qiu, Ming-Hua
• Is Part Of: Tetrahedron letters. Volume 58:Issue 17(2017)
• Page Start: 1684
• Page End: 1686
• Publication Date: 2017-04-26
• Subjects: Cruciferae -- Lepidium meyenii -- Thiohydantoin derivatives -- Concise synthesis; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.03.038
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Macahydantoins A and B, two novel thiohydantoin derivatives, were isolated from Lepidium meyenii . Stereochemistries were determined by ECD calculation. The chemical synthesis of macahydantoin A was achieved. Abstract: Macahydantoins A (1 ) and B (2 ), two new thiohydantoin derivatives with an unprecedented skeleton, were isolated from maca ( Lepidium meyenii ). Their structures and absolute configurations were fully established by extensive spectroscopic and computational methods. The totally chemical synthesis of macahydantoin A was achieved via benzylamine and methyl piperidine-3-carboxylate hydrochloride through nucleophilic addition and intramolecular dehydration condensation.