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A new and efficient one-pot desilylation-gold-catalyzed cycloisomerization of alkynes containing a silyl-protected phenolic -OH and a free alcoholic -OH unit leads selectively to the formation of tetrahydrofuranobenzopyran ring system. This approach has been used for the regio- and stereoselective synthesis of xyloketal D, xyloketal G, and the related natural product alboatrin.

Citation

Biswajit Panda, Tarun K Sarkar. Gold catalysis: regio- and stereoselective total synthesis of xyloketals D and G and the related natural product alboatrin. The Journal of organic chemistry. 2013 Mar 15;78(6):2413-21


PMID: 23428314

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