The unprecedented Grob-type fragmentations of 5-dioxolan-bicyclo[4.2.0]octan-2-ones 1 into 3-(methoxycarbonylmethtl)cyclohexanes 2 are described. This fragmentation, in combination with the allene photoannelation used to produce compounds 1, might constitute an indirect way for achieving: conjugate addition of methyl acetate; new syntheses of kaurane, stemarane and thirsiflorane diterpenes might be also envisaged from 2c and 2d. (C) 1997 Elsevier Science Ltd.
Unprecedented Grob-type fragmentation of 5-dioxolan-bicyclo[4.2.0]octan-2-ones into 3-(methoxycarbonylmethyl)cyclohexanones / Marzia De, Giacomo; MARINI BETTOLO, Rinaldo; Rita, Scarpelli. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 38:19(1997), pp. 3469-3470. [10.1016/s0040-4039(97)00657-6]
Unprecedented Grob-type fragmentation of 5-dioxolan-bicyclo[4.2.0]octan-2-ones into 3-(methoxycarbonylmethyl)cyclohexanones
MARINI BETTOLO, Rinaldo;
1997
Abstract
The unprecedented Grob-type fragmentations of 5-dioxolan-bicyclo[4.2.0]octan-2-ones 1 into 3-(methoxycarbonylmethtl)cyclohexanes 2 are described. This fragmentation, in combination with the allene photoannelation used to produce compounds 1, might constitute an indirect way for achieving: conjugate addition of methyl acetate; new syntheses of kaurane, stemarane and thirsiflorane diterpenes might be also envisaged from 2c and 2d. (C) 1997 Elsevier Science Ltd.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
