Answers are grounded in this paper and cite their sources.
Key steps in the convergent enantioselective synthesis of the cytotoxic natural product cylindramide are tandem Michael addn./electrophilic trapping reactions, Sonogashira coupling, Julia-Kocienski olefination, and macrocyclization. For example, the Sonogashira coupling of pentalene I with iodoacrylate II followed by Julia-Kocienski olefination with sulfone III gave an intermediate which underwent macrocyclization. Formation of the tetramic acid completed the synthesis.
No takes yet. Share an insight, caveat, or question.
Cramer et al. (2004) studied this question.
Synapse has enriched 10 related papers. Consider them for comparative context: