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Updated: Jun 6, 2026

Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyl(tropone)iron
Published on: August 12, 2019
Diastereoselective spiroketalization: stereocontrol using an iron(0) tricarbonyl diene complex
Robert S Paley1, Madeleine C Laupheimer, Nathaniel A K Erskine
1Swarthmore College, Department of Chemistry and Biochemistry, 500 College Avenue, Swarthmore, Pennsylvania 19081, United States. rpaley1@swarthmore.edu
Abstract:
It has been demonstrated that an element of planar chirality can influence the formation of an adjacent spiroketal stereocenter. Appropriately functionalized enantiomerically pure 1- and 2-sulfinyl 1,3-dien-5-ones and their corresponding iron(0) tricarbonyl complexes (7, 17) have been prepared, and the derived spiroketals (8, 18) are made in good to excellent diastereoselectivity. A preliminary exploration of the combined effects of planar and central chirality upon the diastereoselectivity revealed matched and mismatched combinations (14).
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