Synthesis of Asperuloside Aglucon Silyl Ether and Garjasmine from (+)-Genipin via Gardenoside Aglucon Disilyl Ether as a Common Intermediate

Abstract Synthesis of asperuloside aglucon silyl ether (4) and garjasmine from (+)-genipin was accomplished by utilizing the gardenoside aglucon disilyl ether (3) as a common intermediate. During the transformation of 3 into 4 the acid catalyzed transposition reaction of hydroxy group was found to proceed from more hindered concave side.