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Synthesis of rac-Lindenene via a thermally induced cyclopropanation reaction.

Abstract:
The first synthesis of the sesquiterpene Lindenene is described. A novel non-catalysed intramolecular cyclopropanation reaction between a diazoketone and an unactivated alkene was utilised to construct the relatively labile ketone precursor with complete stereocontrol. This ketone was transformed in three steps into Lindenene.
Publication status:
Published

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Publisher copy:
10.1039/c3ob41716f

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
Organic and biomolecular chemistry
Volume:
11
Issue:
46
Pages:
8026-8029
Publication date:
2013-12-05
DOI:
EISSN:
1477-0539
ISSN:
1477-0520
URN:
uuid:2b0f4685-d1cc-496a-8b97-46d7feafe216
Source identifiers:
436083
Local pid:
pubs:436083

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