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. 2016 Aug 3;12:1647–1748. doi: 10.3762/bjoc.12.162

Table 22.

Conditions of the synthesis of trimethylsilyl-substituted cyclic peroxides (1,2-dioxanes) 479a–d and 480a,b.

graphic file with name Beilstein_J_Org_Chem-12-1647-i149.jpg

Endoperoxide Equivalents of TMSOTf (or SnCl4) Reaction time, min Product/ratio of diastereomers Total yield, %

478a 0.033 15 479a/480a, 1:0 54
478a 1.0 SnCl4 30 479a/480a, 1:1 53
478b 1.1 15 479b/480b, 1:0.8 60
478c 1.1 40 479c, 1:0 10
478d 1.1 40 479d, 1:0 48