Table 11.
Alkene 163 | Ozonolysis conditions | 1,2,4-Trioxolane 165 | Yield, % | Reference |
Et2O, −70 °C | 24 | [270] | ||
Et2O, −70 °C | 27 | [270] | ||
hexane, −78 °C | 78 | [256] | ||
hexane, −78 °C | 73 | [256] | ||
hexane, −78 °C | 77 | [256] | ||
hexane, −78 °C | 61 | [256] | ||
isooctane/CCl4, −78 °C, 1 h | >82 | [271] | ||
CH2Cl2, −78 °C | 95 | [272] | ||
CH2Cl2, −78 °C | 90 | [272] | ||
CH2Cl2, −78 °C | 92 | [272] | ||
CH2Cl2, −78 °C | 93 | [272] | ||
CH2Cl2, −78 °C | 93 | [272] | ||
CH2Cl2, −78 °C | 94 | [272] | ||
pentane, −78 °C |
63 | [272] | ||
freon-113, 15–20 °C, 2 h | The yield was not determined | [273–274] | ||
freon-113, 15–20 °C, 2 h | The yield was not determined | [273] | ||
CH2Cl2, −78 °C | 96 | [275] | ||
polymer-based, −78 °C, 8 h | 23 | [276] | ||
polymer-based, −78 °C, 3 h | 38 | [276] | ||
CH2Cl2, −70 °C | 48 | [277] | ||
without solvent, −133 to −43 °C | 100 | [278] | ||
1) CH2Cl2, −78 °C, 15 min. 2) Me2S, rt, 6 h |
71 | [279] | ||
hexane, −78 °C, 30 min |
6 | [280] | ||
CH2Cl2, −78 °C, 20 min | The yield was not determined | [281] | ||
CH2Cl2, −78 °C, 2 h | >97 | [282] | ||
CDCl3, −65 °C | 88 | [283] | ||
CFCl3, −70 °C | 100 | [283] | ||
CH2Cl2, −78 °C, 1 h | 85 | [284] | ||
CH2Cl2, −78 °C, 1 h | 70 | [285] | ||
pentane, −78 °C |
10-30 | [148–152] | ||
Et2O/CH3OH, −78 °C | 12 | [254] | ||
CH2Cl2, −78 °C | 92 | [286] | ||
CH2Cl2, 0 °C | 95 | [287–288] | ||
H2O/CH2Cl2, 0 °C |
72 | [289] | ||
1) SiO2, −78 °C; 2) Me2S, MeOH |
30 | [290] |