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Synlett 2010(12): 1789-1792
DOI: 10.1055/s-0030-1258109
DOI: 10.1055/s-0030-1258109
LETTER
© Georg Thieme Verlag
Stuttgart ˙ New York
Tetrahydrofurans from Substituted Hex-5-yne-1,4-diols
Further Information
Received
16 April 2010
Publication Date:
30 June 2010 (online)
Publication History
Publication Date:
30 June 2010 (online)
Abstract
It was discovered that substituted hex-5-yne-1,4-diols like 16, 28, and 30 undergo a domino sequence of Meyer-Schuster rearrangement followed by Michael addition forming 2,5-disubstituted tetrahydrofurans in presence of PtCl2.
Key words
alkynes - domino reaction - Michael addition - organometallic reagents - rearrangement
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