Tetrahedron Letters p. 6923 - 6926 (1992)
Update date:2022-08-17
Topics:
Piers, Edward
Roberge, Jacques Y.
The trans-clerodane diterpenoids (-)-kolavenol (2) and (-)-agelasine B (1) have been prepared from the enantiomerically pure decalone 3. The key steps of the syntheses involve the stereo selective alkylation of the nitrile 4 (to give 5), the efficient coupling of the iodides 10 and 11 to produce the clerodane skeleton 12, and the electrochemical reduction of 16 to provide (-)-1.
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