Please use this identifier to cite or link to this item:
Title: Asymmetric syntheses of 8-oxabicyclo[3,2,1]octane and 11-oxatricyclo[]undecane from glycals
Authors: Liao, Hongze
Leng, Wei-Lin
Hoang, Kim Le Mai
Yao, Hui
He, Jingxi
Voo, Amanda Ying Hui
Liu, Xue-Wei
Keywords: Asymmetric Synthesis
Issue Date: 2017
Source: Liao, H., Leng, W.-L., Hoang, K. L. M., Yao, H., He, J., Voo, A. Y. H., et al. (2017). Asymmetric syntheses of 8-oxabicyclo[3,2,1]octane and 11-oxatricyclo[]undecane from glycals. Chemical Science, 8(9), 6656-6661.
Series/Report no.: Chemical Science
Abstract: Herein, we describe an efficient method to prepare enantiomerically pure 8-oxabicyclo[3.2.1]octanes via gold(I)-catalyzed tandem 1,3-acyloxy migration/Ferrier rearrangement of glycal derived 1,6-enyne bearing propargylic carboxylates. The resultant compounds could then undergo interrupted Nazarov cyclization to afford diastereomerically pure 11-oxatricyclo[]undecanes.
ISSN: 2041-6520
DOI: 10.1039/C7SC02625K
Rights: © 2017 The Author(s) (published by Royal Society of Chemistry). This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

Google ScholarTM




Items in DR-NTU are protected by copyright, with all rights reserved, unless otherwise indicated.