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. 2014 Jan 8;10:34–114. doi: 10.3762/bjoc.10.6

Table 22.

Examples of 1,2,4-trioxanes synthesized through the Isayama–Mukaiyama peroxysilylation.

Unsaturated alcohol 352 Carbonyl compound Reaction conditionsa 1,2,4-Trioxane 354 Yield, % Reference
graphic file with name Beilstein_J_Org_Chem-10-34-i399.jpg graphic file with name Beilstein_J_Org_Chem-10-34-i400.jpg 1) Co(acac)2, Et3SiH, O2, rt
2) TsOH		 graphic file with name Beilstein_J_Org_Chem-10-34-i401.jpg 1) 60
2) 40–90		 [403]
graphic file with name Beilstein_J_Org_Chem-10-34-i402.jpg graphic file with name Beilstein_J_Org_Chem-10-34-i403.jpg 1) Co(acac)2, Et3SiH, O2, rt
2) TsOH		 graphic file with name Beilstein_J_Org_Chem-10-34-i404.jpg 42
54		 [403]
graphic file with name Beilstein_J_Org_Chem-10-34-i405.jpg graphic file with name Beilstein_J_Org_Chem-10-34-i406.jpg 1) Co(thd)2, Et3SiH, O2, rt
2) TsOH		 graphic file with name Beilstein_J_Org_Chem-10-34-i407.jpg 40–85 [404]
graphic file with name Beilstein_J_Org_Chem-10-34-i408.jpg graphic file with name Beilstein_J_Org_Chem-10-34-i409.jpg 1) Co(acac)2, Et3SiH, O2, EtOH, 4 h
2) TsOH, CHCl3,
45 min to 3.5 h		 graphic file with name Beilstein_J_Org_Chem-10-34-i410.jpg 1) 36
2) 57–100		 [153–158]

a(Co(II)(thd)2) is bis(2,2,6,6-tetramethyl-3,5-heptanedionato)cobalt (II).