Organic Letters p. 4595 - 4597 (2004)
Update date:2022-08-03
Topics:
Thede, Kai
Diedrichs, Nicole
Ragot, Jacques P.
(Chemical equation presented) An intramolecular hydroxy epoxide opening was used to access the cyclopenta[d]benzofuran ring system of the natural product rocaglaol (2). Our route allowed the stereocontrolled preparation of the rocaglaol derivative (±)-(1S*,3S*,3aR*,8bS*)-3b. The synthesis of the (±)-(3R*)-epimer of 3b was also achieved. Our strategy is well-suited for the production of analogues with variation of the western ring.
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