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Singlet oxygen rose oxide synthesis

Baeckstrom and coworkers utilized the enhanced selectivity of singlet oxygen towards different types of double bonds, as the key step for the synthesis of trani-Sabinene . By using the method of simultaneous oxidation and reduction (Rose Bengal sensitized photooxidation in the presence of tetrabutylammonium borohydride) they managed to isolate compound 166 by a total conversion of 164 (Scheme 61). Compound 165 remained... [Pg.890]

A practical example of the use of singlet oxygen is provided by the synthesis of rose oxide (131) from /3-citronellol (129, equation 12.84). The sensitizer was rose bengal, a dye that can be used for singlet oxygen reactions induced by sunlight. The product of the ene reaction was reduced with Na2S03 to a diol (130), which then underwent spontaneous cyclization to 131 in a cold, acidic solution. ... [Pg.852]

See other pages where Singlet oxygen rose oxide synthesis is mentioned: [Pg.203]    [Pg.190]    [Pg.294]    [Pg.313]    [Pg.334]    [Pg.83]    [Pg.168]   
See also in sourсe #XX -- [ Pg.391 ]



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Oxygenates synthesis

Oxygenation singlet oxygen

Rose oxide

Rose oxide synthesis

Singlet oxygen

Singlet oxygenation

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