Asymmetric Total Synthesis of (−)‐Nakadomarin A

Abstract

A key intermediate in the first asymmetric synthesis of the marine alkaloid (−)-nakadomarin A (1), isolated from the marine sponge Amphimedon sp., was the optically active hydroisoquinoline 2. Two separate ring-closing-metathesis reactions were crucial to the construction of the 15- and 8-membered rings.