A novel strategy for regio- and stereocontrol in [4 + 2] cycloadditions. Intramolecular Diels-Alder reaction of a sllyl acetal triene

DOI: 10.1016/S0040-4039(00)97123-5

Source and publish data:

Tetrahedron Letters p. 6585 - 6588 (1990)

Update date:2022-09-26

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Authors:

Craig, Donald

Reader, John C.

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Article abstract of DOI:10.1016/S0040-4039(00)97123-5

The synthesis of the novel silyl acetal-containing triene 1 is described. Triene 1 underwent regiospecific and highly stereo selective intramolecular Diels-Alder reaction to give bicycle 5. Acidic methanolysis of 5 gave hydroxylactone 2, whose structure was established by X-ray crystallography.

Full text of DOI:10.1016/S0040-4039(00)97123-5

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