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Enantiospecific, Biosynthetically Inspired Formal Total Synthesis of ()-Liphagal.

Authors :
Jonathan H. George
Jack E. Baldwin
Robert M. Adlington
Source :
Organic Letters. May2010, Vol. 12 Issue 10, p2394-2397. 4p.
Publication Year :
2010

Abstract

A biosynthetically inspired synthesis of ()-liphagal has been achieved from ()-sclareolide in 13 steps (9% overall yield). The key step is a biomimetic ring expansion of a highly stabilized benzylic carbocation, which generates the seven-membered ring and the benzofuran of the natural product in a single cascade reaction. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
15237060
Volume :
12
Issue :
10
Database :
Academic Search Index
Journal :
Organic Letters
Publication Type :
Academic Journal
Accession number :
50609586
Full Text :
https://doi.org/10.1021/ol100756z