THE INFLUENCE OF SIDECHAIN SUBSTITUENTS IN THE INTRAMOLECULAR DIELS-ALDER REACTION

DOI: 10.1016/S0040-4039(00)81496-3

Source and publish data:

Tetrahedron Letters p. 677 - 680 (1983)

Update date:2022-07-29

Topics:

Authors:

Attah-Poku, Samuel K.

Gallacher, Gerard

Ng, Ang Ser

Taylor, Lorne E.B.

Alward, Sandra J.

Fallis, Alex G.

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Article abstract of DOI:10.1016/S0040-4039(00)81496-3

The intamolecular Diels-Alder reactivity of a series of methyl 5-(spiro<2.4>hepta-4.6-dien-1-yl)-2-pentenoates is described.A sidechain oxygen substituent is essential for cyclization and the ¹H nmr chemical shift of the β-dienophilic hydrogen provides a useful diagnostic guide to their cycloaddition potential.

Full text of DOI:10.1016/S0040-4039(00)81496-3

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