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Cyclohexene oxide, 1-phenyl opening

Epoxide opening by benzeneselenolate anion gave the rphenyl selenide with high regioselectivity (Table 8, entry 4)22. Oxidation and rearrangement yielded (+)- ra/t. -2-cyclohexene-1,4-diol. A similar approach was the key step in the synthesis of a ( + )-chorismate-prephenate analog (Table 8, entry 5)24. [Pg.507]

Diene generation followed by a Diels-Alder reaction can be carried out as a one-pot reaction. Methyl 9-(3-cyclopropylcyclobut-2-enyl)nonanoate was heated with dimethyl acetylenedicarboxylate, ring opening of the cyclobutene resulted followed by cyclohexene formation due to dienophile trapping of the buta-1,3-diene intermediate giving methyl 9-[5-cyclo-propyl-2,3-bis(methoxycarbonyl)phenyl]nonanoate after oxidation. ... [Pg.1802]

See other pages where Cyclohexene oxide, 1-phenyl opening is mentioned: [Pg.197]    [Pg.99]    [Pg.62]    [Pg.124]    [Pg.182]    [Pg.40]    [Pg.389]    [Pg.499]    [Pg.336]    [Pg.527]    [Pg.215]    [Pg.119]   
See also in sourсe #XX -- [ Pg.3 , Pg.734 ]

See also in sourсe #XX -- [ Pg.3 , Pg.734 ]



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3-Phenyl- -1-oxid

Cyclohexene oxide

Cyclohexene, oxidation

Phenyl oxide

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