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Synthesis 2005(19): 3398-3404
DOI: 10.1055/s-2005-918485
DOI: 10.1055/s-2005-918485
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of the Tricyclic Core of the Marine Natural Product Labiatin A
Weitere Informationen
Received
9 September 2005
Publikationsdatum:
14. November 2005 (online)
Publikationsverlauf
Publikationsdatum:
14. November 2005 (online)

Abstract
A synthetic route to a model of the tricyclic core of labiatin A is described. Two catalytic metal carbenoid reactions, C-H insertion and oxonium ylide generation with subsequent [2,3]-sigmatropic rearrangement, have been used to assemble the tricyclic system in an efficient and stereoselective manner.
Key words
carbenoid - ylide - rearrangement - stereoselective synthesis - natural product
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