NEW STRATEGY FOR CHIRAL ALKALOID SYNTHESIS COMMENCING WITH A CARBOHYDRATE. SIMPLE SYNTHESIS OF (-)-ALLO-YOHIMBANE FROM LEVOGLUCOSENONE

Article abstract of DOI:10.1246/cl.1985.71

An optically active allo-yohimbane was synthesized in 12 steps from levoglucosenone.The key steps are Diels-Alder cycloaddition for the E-ring construction followed by eliminative Wolff-Kishner reduction and selective double cyclization in the D- and C-ri