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Addition of 1-methoxy-1-buten-3-yne to lactones: synthesis of substituted spiroketals

✍ Scribed by Michael T. Crimmins; Danute M. Bankaitis


Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
184 KB
Volume
24
Category
Article
ISSN
0040-4039

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preparation of 2-alkyl-2,3-dihydro-y-pyrones frm 1-methoxy-1-buten-3-yne A method for the ,& and aliphatic aldehydes is reported. We recently reported that addition of the lithim acetylide of 1-methoxy-l-buten-3-yne $, to laytones followed by acid hydrolysis provides high yields of dihydropmne spir

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## Abstract The reaction of phenylacetylenes 4a–h with copper(I) acetate (5) and TCNE (tetracyanoethylene) in THF/acetonitrile gave 4‐phenyl‐1‐buten‐3‐yne‐1,1,2‐tricarbonitriles 6a–h. 4i did not react to give 6i. The phenylacetylenes 4b–i were prepared by a two‐step synthesis starting from the corr