Indolocarbazoles. 4. Synthetic studies towards staurosporine and tjipanazoles: Reactions of indolocarbazole with glycals

Article abstract of DOI:10.1016/S0040-4039(00)76813-4

In an attempt to construct the unique N,N′-bidentate glycosyl linkage found in the Staurosporine 1 class of natural products, the first example of an acid catalyzed 2,6-condensation of an activated pyran with indolocarbazole 4 is reported. In pursuit of the real system, a variety of glycals were reacted with indolocarbazole 4. Formation of novel unexpected products (B/C) with 1,3-connections along with the expected product (A) and its' synthetic transformation to a potentially useful intermediate 24 are detailed.