Tandem Cope-Claisen Rearrangement in the Synthesis of Steroids: Storck's Keto Acid

DOI: 10.1021/jo00192a006

Source and publish data:

Journal of Organic Chemistry p. 3278 - 3281 (1984)

Update date:2022-07-31

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Authors:

Ziegler, Frederick E.

Lim, Hong

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Article abstract of DOI:10.1021/jo00192a006

The tandem Cope-Claisen rearrangement of triene 3 affords aldehydes 4a and 5a (4/1 ratio) upon thermolysis at 300 deg C.Aldehyde 4a is subjected to intramolecular alkylation leading to Storck's keto acid 15, an important intermediate in the synthesis of corticosteroids.

Full text of DOI:10.1021/jo00192a006

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