A three-step route to a tricyclic steroid precursor |
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| Authors: | Taber Douglass F Sheth Ritesh B |
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| Institution: | Department of Chemistry & Biochemistry, University of Delaware, Newark, Delaware 19716, USA. taberdf@udel.edu |
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| Abstract: | 2-Alkyl cyclohexenones are useful intermediates for organic synthesis. The Wittig reaction of a series of aldehydes with (cyclopropylmethyl)triphenylphosphonium bromide delivered the corresponding alkenyl cyclopropanes. UV irradiation in the presence of Fe(CO)5 converted the alkenyl cyclopropanes to the 2-substituted cyclohexenones. This approach enabled a three-step synthesis of the tricyclic core of estrone methyl ether. |
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