Asymmetric syntheses of 8-oxabicyclo[3,2,1]octane and 11-oxatricyclo[5.3.1.0]undecane from glycals-Reference-Cited by-同舟云学术

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

Published:2017 Issue:9 Volume:8 Page:6656-6661
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Liao Hongze¹²³⁴,Leng Wei-Lin¹²³⁴,Le Mai Hoang Kim¹²³⁴,Yao Hui¹²³⁴,He Jingxi¹²³⁴,Voo Amanda Ying Hui¹²³⁴,Liu Xue-Wei¹²³⁴^ORCID

Affiliation:

1. Division of Chemistry and Biological Chemistry

2. School of Physical and Mathematical Sciences

3. Nanyang Technological University

4. Singapore 637371

Abstract

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.

Funder

Nanyang Technological University

Ministry of Education - Singapore

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2017/SC/C7SC02625K

Reference63 articles.

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