✦ LIBER ✦

Reaction of malonates with camphoranile synthesis of 4-hydroxy-2-pyridones attached to the bornane ring system

✍ Scribed by Stanislav Kafka; Rudolf Aigner; Thomas Kappe

Book ID: 102346792
Publisher: Journal of Heterocyclic Chemistry
Year: 2006
Tongue: English
Weight: 107 KB
Volume: 43
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570430444

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✦ Synopsis

Abstract

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The reaction of camphoraniles 3a,b with “magic malonates” (bis‐2,4,6‐trichlorophenylmalonates) 4a,b leads to 4‐hydroxy‐2(1__H__)‐pyridones attached to bornane ring system 6a‐c in good yields. Less satisfactory yields were obtained with the diethyl malonate 5b. The reaction of an excess of diethyl malonate 5 itself with 3b yields the pyrono derivative 7, which can readily be degraded via the acetyl derivative 8 to the basic structure 9.

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