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On the mechanism of the base catalysed rearrangements of some bicyclic-δ -hydroxy- α,β -Enones

✍ Scribed by S. Chandrasekaran; P.S. Venkataramani; K.G. Srinivasen; S. Swaminathan

Book ID: 104213937
Publisher: Elsevier Science
Year: 1973
Tongue: French
Weight: 250 KB
Volume: 14
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)72470-1

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✦ Synopsis

Bicyclic-b-hydroxy-WIP -enone (1) to (4) have been shown to rearrange in the presence or bases, acid8 and also photochemically. 2,3,4,5, The medlanism that haa been suggested for the base catalysed reaction ia illU8trated with the fl) R=-C&CH (2) R= -CH=CH2

(3)

R= -Me

(4) R= -H A Cope-type mechanism hae aleo been envisaged for the enlarged dione (7) from (2).

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