Balanol analogs

Lai YS, Mendoza JS, Jagdmann GE, Jr. Menaldino DS, Biggers CK, Heerding JM, Wilson JW, Hall SE, Jiang JB, Janzen WP, Balias LM. Synthesis and protein kinase C inhibitory activities of balanol analogs with replacement of the perhydroazepine moiety. J Med Chem 40 226-235, 1997. 

Nielsen, J. and Lyngs0, L.O., Combinatorial solid-phase synthesis of balanol analogs. Tetrahedron Lett, 37, 8439, 1996. 

SCHEME 3.66. Solid-phase synthesis of balanol analogs. 

Several truncated analogs of the natural product balanol 71 were prepared on a solid phase by Nielsen and Lynso.33 Thus, symmetrical di-acids were linked to Wang resin, followed by coupling a number of FMOCprotected... 

By analogy to the DYKAT reactions with vinyl epoxides, Trost et al. have developed the Pd-eatalysed asymmetric dynamic kinetic allylic amination and acyl migration of vinyl aziridines with benzoyl imido carboxylates. As shown in Scheme 2.51, the process afforded the corresponding protected vicinal diamines in high yields and enantioselectivities of up to 93% ee. This methodology was demonstrated to be a platform for the formal synthesis of (-I- )-balanol and analogues. 

---