Stereocontrolled synthesis of syn- and anti-diol epoxide metabolites of triphenylene
The synthesis of both syn- and anti-diol epoxide metabolites of triphenylene has been achieved under complete stereochemical control commencing with commercially available 9-phenanthrol in 18% (9 steps) and 37% (8 steps) overall yields, respectively. The exceptionally high stereoselectivity of the dimethyldioxirane oxidation of trans-dihydrodiol having the quasi-diaxially disposed hydroxyl groups is particularly noteworthy.
Koreeda, Masato,Gopalaswamy, Ramesh,Yang, Jinhai,Tuinman, Roeland J.
p. 8267 - 8270
(2007/10/03)
Efficient Synthesis of Non-K-Region trans-Dihydro Diols of Polycyclic Aromatic Hydrocarbons from o-Quinones and Catechols
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Platt, Karl L.,Oesch, Franz
p. 265 - 268
(2007/10/02)
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