A study towards the natural product tetrodecamycin is reported. A modified Schlosser–Wittig reaction was utilized to prepare the precursor for the subsequent intramolecular Diels–Alder reaction, which delivered the trans-decalin ring of the natural product. The tetronic acid moiety of the molecule was prepared by a Dieckmann cyclization. The cyclization of the tetronic acid to the trans-decalin double bond to form a seven-membered ring was examined.
Key words
Schlosser–Wittig reaction - intramolecular Diels–Alder reaction - aldol reaction - Dieckmann cyclization - tetronic acid