Synthesis of pisiferol revisited; control of stereochemistry in an intramolecular Diels-Alder reaction

DOI: 10.1016/0040-4039(94)88378-5

Source and publish data:

Tetrahedron Letters p. 9755 - 9758 (1994)

Update date:2022-09-26

Topics:

Authors:

Bush, Edward J.

Jones, David W.

Thornton-Pett, Mark

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Article abstract of DOI:10.1016/0040-4039(94)88378-5

Thermolysis of 4(X=H) gives 6a and 6b(X=H) in a ratio of 1:4 whereas 4 (X=SO₂Ph) gives more of trans-ring junction product 6a(X=SO₂Ph) suitable for the synthesis of pisiferol [ratio 6a: 6b(X=S)₂Ph) = 1.5:1].

Full text of DOI:10.1016/0040-4039(94)88378-5

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