4.2 Article

5-arylidene derivatives of Meldrum's acid as synthons in pyrano[4,3-b]pyran synthesis

Journal

MONATSHEFTE FUR CHEMIE
Volume 138, Issue 5, Pages 481-488

Publisher

SPRINGER WIEN
DOI: 10.1007/s00706-007-0622-5

Keywords

pyrans; alpha,beta-unsaturated ketone; enol ethers; Michael addition

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The reactions of 5-arylidene derivatives of Meldrum's acid with ethyl vinyl ether or N-vinyl-2-oxazolidinone yielded trans-trans-(2,4:4,7)-pyrano[4,3-b]pyrans, cis-trans-(2,4:4,7)-pyrano[4,3-b]pyrans, or diastereoisomeric mixtures of pyrano[4,3-b]pyrans and reactions with 3,4-dihydro-2H-pyran afforded Michael adducts. The reactions of 5-arylidene derivatives of Meldrum's acid with cyanoacetic acid derivatives do not provide appropriate pyrans.

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