A DIRECT SYNTHESIS OF (+/-)-ELDANOLIDE VIA THE HIGHLY REGIOSELECTIVE PRENYLATION OF 2-TRIMETHYLSILOXYFURAN

DOI: 10.1016/S0040-4039(00)95882-9

Source and publish data:

Tetrahedron Letters p. 949 - 950 (1987)

Update date:2022-08-03

Topics:

Authors:

Jefford, Charles W.

Sledeski, Adam W.

Boukouvalas, John

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Article abstract of DOI:10.1016/S0040-4039(00)95882-9

The reaction of 2-trimethylsiloxyfuran, 3,3-dimethylallyl bromide and silver trifluoroacetate produced (3,3-dimethylallyl)-4-but-2-en-4-olide with high double regiodifferentiation.The latter compound on treatment with lithium dimethylcuprate gave (+/-)-eldanolide in high yield.

Full text of DOI:10.1016/S0040-4039(00)95882-9

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