Total Synthesis of (−)-Nakadomarin A BonazziSimone ChengBichu WzorekJoseph S. EvansDavid A. 2013 The convergent synthesis of the polycyclic alkaloid (−)-nakadomarin A (<b>1</b>) is reported. The synthesis plan identified macrocyclic lactam <b>4</b> as one of the important synthons (eight steps). The other synthon (five steps) was bicyclo[6.3.0] lactam <b>5</b> containing a single stereocenter that controlled all of the subsequent stereochemistry during the assembly process. A silyl triflate-promoted cascade of <b>4</b> and <b>5</b> was used to assemble the bulk of the alkaloid skeleton with the exception of the C5–C6 bond. The nakadomarin synthesis was then completed in one additional step.