Tetrahedron Letters p. 3067 - 3070 (1990)
Update date:2022-08-16
Topics:
Mello, Rossella
Cassidei, Luigi
Fiorentino, Michele
Fusco, Caterina
Curci, Ruggero
Adamantane (1) can be converted directly into adamantan-1,3,5-triol (5) and into adamantan-1,3,5,7-tetraol (6) under remarkably mild conditions by employing an excess of isolated methyl (trifluoromethyl)dioxirane (3a) in solution. This new dioxirane species was found to be over 7,000-fold more reactive than dimethyldioxirane (3b) in performing adamantane hydroxylations.
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Doi:10.1021/jp049943z
(2004)Doi:10.1007/s00726-012-1303-1
(2012)Doi:10.1016/j.poly.2016.02.020
(2016)Doi:10.1021/jacs.5b00243
(2015)Doi:10.1080/00397911.2018.1460760
(2018)Doi:10.1081/SCC-120015807
(2003)
