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ChemInform Abstract: Synthesis of a 14β-Hydroxysteroid Using the Transannular Diels- Alder Strategy.

✍ Scribed by L. OUELLET; P. LANGLOIS; P. DESLONGCHAMPS

Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Synthesis of a 14β-Hydroxysteroid Using the Transannular Diels-Alder Strategy.

-Title investigation is presented in context with studies on the synthesis of cardenolides which are used for the treatment of congestive heart failure. Key step in the synthesis of title compound ( VII) is the transannular Diels-Alder reaction of macrocyclic triene ( VI). The cis-selectivity of the elimination reaction leading to key intermediate (VI) is explained by a ring effect.

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