Volume 19, Issue 30
Preparative Organic Chemistry
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ChemInform Abstract: A Formylation-Cyclization Method of Synthesis of Cycloalkenones from Unsaturated Ketones. Part 3. Simple Synthesis of Some Functionalized Angularly Fused Cyclopentenone and Cyclopentanone Derivatives.

B. C. RANU

B. C. RANU

Dep. Org. Chem., Indian Assoc. Cultiv. Sci., Calcutta 700 032, India

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R. CHAKRABORTI

R. CHAKRABORTI

Dep. Org. Chem., Indian Assoc. Cultiv. Sci., Calcutta 700 032, India

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U. R. GHATAK

U. R. GHATAK

Dep. Org. Chem., Indian Assoc. Cultiv. Sci., Calcutta 700 032, India

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First published: July 26, 1988

Abstract

Cyclization of the ketones (I) yields the title cyclopentenone derivatives (II) which are selectively hydrogenated to afford the cyclopentanone derivatives (III).

ChemInform Abstract

Cyclization of the ketones (I) yields the title cyclopentenone derivatives (II) which are selectively hydrogenated to afford the cyclopentanone derivatives (III). Cyclization of (Ia) and (Ib) in the presence of the orthoformate (IV) leads to the products (V), while (Ic) is only transformed to (IIc). On treatment with HClO4 the ketones (VI) behave differently.

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