An efficient, short and, a convenient asymmetric total synthesis of filamentous fungi related resorcylic acid lactones 7-epi-zeaenol (2) and zeaenol (1) have been achieved in 7 and 9 linear steps with the high overall yield of 32% and 21% respectively, from the known intermediate 13. Mitsunobu inversion, De Brabander’s protocol for macrolactonisation, Heck cross-coupling, diastereoselective alkyne aldehyde coupling and Ohira–Bestmann alkynylation are the key reactions.
For the first time, a domino electrophilic cyanation, using environmentally benign electrophilic cyanating reagent Ncyano-N-phenyl-p-toluenesulfonamide (NCTS) to form b-ketonitriles, and 6-exo-dig cyclization were employed for the synthesis of 2-aminochromones and 2-aminoquinolones in very good yields. This protocol can also be regulated to get b-ketonitriles as the products.[a] Dr.
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