Chemical Science
Chemical Science
5 years ago

Asymmetric syntheses of 8-oxabicyclo[3,2,1]octane and 11-oxatricyclo[5.3.1.0]undecane from glycals

Asymmetric syntheses of 8-oxabicyclo[3,2,1]octane and 11-oxatricyclo[5.3.1.0]undecane from glycals
Kim Le Mai Hoang, Amanda Ying Hui Voo, Wei-Lin Leng, Jingxi He, Hui Yao, Xue-Wei Liu, Hongze Liao
A gold-catalyzed tandem 1,3-acyloxy migration/Ferrier rearrangement to access 8-oxabicyclo[3.2.1]octanes with high efficiency and complete diastereoselectivity was developed successfully. Resultant compounds could undergo the interrupted Nazarov cyclization to afford diastereomerically pure 11-oxatricyclo[5.3.1.0]undecanes.

Publisher URL: http://feeds.rsc.org/~r/rss/SC/~3/IMm2tXsWgQ4/C7SC02625K

DOI: 2017/SC/C7SC02625K

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