Toward the synthesis of the antibiotic branimycin: novel approaches to highly substituted cis-decalin systems

Mulzer, Johann; Castagnolo, Daniele; Felzmann, Wolfgang; Marchart, Stefan; Pilger, Christian; Enev, Valentin S.   

Chemistry--A European Journal  (2006),  12(23),  5992-6001.

A variety of highly functionalized cis-decalin systems have been prepared by means of the stereoselective transannular Diels-Alder (TADA) reaction of a (Z,E,Z,Z)-tetraene macrolide, and by means of intramolecular nitrile oxide olefin (INOC) or ring-closing metathesis (RCM) annulations to quinic acid derivatives.