Table 9.
Synthesis of 1,2-dioxolanes 99–102.
Hydroperoxide 96 | R1 | R2 | R3 | M | Dioxolane 99–102 (yield, %) | Alkene 103–107 (X, yield, %) |
a | Me | Me | Me | Ti | 99 (31) | – |
b | Me | Me | (CH2)2OMe | Sn | 99 (56) | – |
b | Me | Me | (CH2)2OMe | Ti | 99 (12) | 103 (–OOH, 23) |
с | 4-tert-butyl- cyclohexylidene |
Me | Ti | – | 104 (–O2–, 31) | |
c | 4-tert-butyl- cyclohexylidene |
Me | Sn | 100 (42) | – | |
d | 4-tert-butyl- cyclohexylidene |
(CH2)2OMe | Sn | 100 (59) | – | |
e | Me | BnOCH2 | Me | Ti | 101 (12) | 105 (=O, 62) |
f | Bu | H | Me | Ti | 102 (7) | 106 (OMe, 63) |
g | Bu | H | (CH2)2OMe | Ti | 102 (15) |
107 (O(CH2)2OMe, the yield was not determined) |