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Unprecedented Grob-type fragmentation of 5-dioxolan-bicyclo[4.2.0]octan-2-ones into 3-(methoxycarbonylmethyl)cyclohexanones

✍ Scribed by Marzia De Giacomo; Rinaldo Marini Bettolo; Rita Scarpelli

Book ID: 104257021
Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 123 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)00657-6

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✦ Synopsis

The unprecedented Grob-t)pc l'ragmentations of 5-dioxolan-bic)clol4.2.0loctan-2-oncs l into 3-(methoxycarlxmylmethyl)cyclohcxanones 2 arc described. This fragmentation, in combination with the allene photoannelation used to prcxluce compounds I. might constitute an indirect way for achieving conjugate addition of meth31 acelale; ne~ syntheses of kauranc, stemarane and thirsil]orane diterpenes might be also em isaged from ~ and 2d.

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