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Synthesis 2002(14): 2019-2022
DOI: 10.1055/s-2002-34388
DOI: 10.1055/s-2002-34388
PAPER
© Georg Thieme Verlag Stuttgart · New York
An Expeditious Enantioselective Synthesis of Methyl trans-Chrysanthemate
Further Information
Received
21 June 2002
Publication Date:
26 September 2002 (online)
Publication History
Publication Date:
26 September 2002 (online)
Abstract
Methyl trans-chrysanthemate has been prepared in few steps from isopropylidenediphenylsulfurane and methyl (E)-3-(3,3-dimethyloxiran-2-yl)prop-2-enoate. The latter was obtained from methyl 4-oxobutenoate or 3-methylbut-2-en-1-ol. The Sharpless catalytic epoxidation reaction allows an asymmetric version of this transformation.
Key words
sulfur ylides - cyclopropanation - asymmetric induction - Sharpless epoxidation
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References
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8Work is in progress to understand the scope and limitation of this reaction.