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Synthesis 2008(24): 3945-3950
DOI: 10.1055/s-0028-1083249
DOI: 10.1055/s-0028-1083249
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Stereoselective Formal Synthesis of Herbarumin III via Prins Cyclization
Further Information
Received
9 July 2008
Publication Date:
01 December 2008 (online)
Publication History
Publication Date:
01 December 2008 (online)
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Abstract
The total synthesis of herbarumin III is described, proving the versatility of the Prins cyclization in the synthesis of natural products. The approach is convergent and highly stereoselective. Ring-closing metathesis and alkene-rearrangement reactions are utilized as key steps in the synthesis of the macrolactone.
Key words
herbarumins - Prins cyclization - alkene rearrangement - ring-closing metathesis
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