A stereoselective synthesis of (S)-(-)-dolichol-20 ( l a ) was achieved using (Z,Z,Z,Z,Z,Z,Z,Z,€,€)-undecaprenol (ll), the C2,, block (5), and the optically active C25 block (3) as the key building blocks. Dolichols (1)1>2 have been isolated from yeast and various mammalian tissues, and shown to participate as carbohydrate
A very facile and efficient synthesis of (−)-trans-hexahydrocannabinol was achieved through the intramolecular Diels-Alder reaction of an o-quinonemethide derived from 2-(1-hydroxycitronellyl)olivetol 1,3-bismethoxymethyl ether in methanol.
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