Cyclopentanes from N-amino-glyconolactams. A synthesis of mannostatin A.
Oxidation of a N-amino-ribonolactam with lead tetraacetate yields two cyclopentanes; the major one was transformed into the alpha-mannosidase inhibitor mannostatin A.
Laboratorium für Organische Chemie, ETH-Hönggerberg, CH-8093 Zürich, Switzerland.
Guixian
G
Hu
Martin
M
Zimmermann
Chepuri Venkata
CV
Ramana
Andrea
A
Vasella
D000588:Amines / Q000737:chemistry; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry*; D007769:Lactams / Q000737:chemistry*; D008361:Mannosidases / Q000037:antagonists & inhibitors; D009942:Organometallic Compounds / Q000737:chemistry; D010084:Oxidation-Reduction
D000588:Amines; D003517:Cyclopentanes; D007769:Lactams; D009942:Organometallic Compounds; C060107:mannostatin A; C029433:lead tetraacetate; D008361:Mannosidases