
Journal of Organic Chemistry p. 5414 - 5418 (1994)
Update date:2022-08-05
Topics:
Rychnovsky
Hwang
(±)-Combretastatin D-1 was synthesized in 16 steps by way of its congener, combretastatin D-2. In the key step, the strained 15-membered lactone ring was formed using high-dilution Mitsunobu conditions in 89% yield. Saturated seco acid 4 was a much better substrate for the cyclization reaction than the unsaturated seco acid 3.
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