New approach to the synthesis of macrocyclic core of cytotoxic lactone (+)-neopeltolide. Synthesis of C7–C14 segment basing on cyclopropanol intermediates
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- Mineeva, I.V. Russ J Org Chem (2015) 51: 1061. doi:10.1134/S1070428015080023
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A new retrosynthetic procedure was developed for the synthesis of the macrocyclic core of a cytotoxic lactone (+)-neopeltolide utilizing cyclopropanol intermediates. The synthesis was suggested and carried out of the C7–C16 segment of (+)-neopeltolide to obtain (4S,6S)-6-[(2S)-2-hydroxypentyl]-4-methyltetrahydro-2H-pyran-2-one. The possibility was demonstrated of a formal synthesis based on the obtained product of the potential antitumor pharmaceutical (+)-neopeltolide.