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ChemInform Abstract: A Diene Transmissive Diels—Alder Strategy for Oxygenated Nor-Steroid and Triterpenoid Skeletons.

✍ Scribed by Simon Woo; Stephanie Legoupy; Stephanie Parra; Alex G. Fallis


Publisher
John Wiley and Sons
Year
2010
Weight
29 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


A Diene Transmissive Diels-Alder Strategy for Oxygenated Nor-Steroid and Triterpenoid Skeletons.

-Swern oxidation of the carbohydrate derived allylic alcohol (II) forms a ketone which cyclizes spontaneously to the diene (III), the stereochemistry of which is controlled by the isopropylidene acetal. A second intermolecular Diels-Alder reaction affords nor-steroid and terpenoid skeletons. -(WOO, SIMON; LEGOUPY,


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