A Convergent Approach to Cyclopeptide Alkaloids: Total Synthesis of Sanjoinine G1

Abstract

A general strategy for the synthesis of cyclopeptide alkaloids contg. an endocyclic aryl-alkyl ether bond has been developed featuring a key intramol. SNAr reaction. The importance of the N-terminal protective group in the realization of such a strategy is documented. From the appropriate amino acid constituents, the natural sanjoinine G1 (I), a 14-membered para-cyclophane, has been synthesized in seven steps with 21% overall yield. [on SciFinder (R)]