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. Author manuscript; available in PMC: 2011 Oct 20.
Published in final edited form as: Tetrahedron Lett. 2010 Oct 20;51(42):5615–5617. doi: 10.1016/j.tetlet.2010.08.068

Table 1.

Fragmentation of hydroperoxyacetals with Ca(OCl)2

graphic file with name nihms231871u1.jpg
Entry Subs. R1 R2 Prod. Yielda
1 1a octyl Me 2a 75% (91)
2 1b octyl Et 2b 86% (90)
3 1c octyl i-Pr 2c 83% (93)
4 1d octyl (CH2)2OH 2d 83% (86)
5 1e AcO(CH2)8 Me 2e 85% (93)
6 1f BnO(CH2)3 Me 2f 81% (94)
7 1g Ph(CH2)2 Me 2g 80% (93)
8 1h octyl (CH2)2Cl 2h 82% (92)
a

Isolated yields on 0.5 mmol or (5 mmol) scale.