Document Detail


Total synthesis of (-)-orthodiffenes A and C.
MedLine Citation:
PMID:  23051061     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
The efficient and concise synthesis of (-)-orthodiffenes A and C has been accomplished for the first time in 8 steps from readily available chiral synthons, D-mannose and D-ethyl lactate. Our work confirmed the complete structure of orthodiffenes A and C, including their absolute stereochemistry. The key steps of our total synthesis involved cis-fused tetrahydrofuran cyclization, one-pot deprotection-lactonization, and intramolecular benzoyl migration according to a biosynthetic hypothesis of orthodiffenes.
Authors:
Jun Liu; Yi Liu; Xing Zhang; Chaoli Zhang; Yangguang Gao; Linlin Wang; Yuguo Du
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-10-11
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  -     ISSN:  1520-6904     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2012 Oct 
Date Detail:
Created Date:  2012-10-11     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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