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Molecular complexity from aromatics: synthesis of highly functionalized spiro δ-lactones

✍ Scribed by Vikrant Singh; Vishwakarma Singh

Publisher
Elsevier Science
Year
2009
Tongue
French
Weight
550 KB
Volume
50
Category
Article
ISSN
0040-4039

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✦ Synopsis

A novel, general, and efficient method has been developed for the synthesis of highly functionalized spiro d-lactones from aromatic precursors. Our methodology involves a tandem oxidative dearomatizationrearrangement of tertiary furyl carbinols and ring-closing metathesis as key features. This method allows an access to the spirolactones attached to carbocycles of various sizes.

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Efficient creation of molecular complexity from simple precursors is one of the most desirable aspects of synthesis design. 1"2 Occasionally reactions in tandem, z°'c or a cascade of reactions, 2d'e are employed to achieve this objective. Recently, the holosynthon concept has been proposed 3 to desc