- Total synthesis of (±)-herbertenediol
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A formal total synthesis of the sesquiterpene (±)-herbertenediol and its dimers mastigophorenes A-D has been accomplished, starting from vanillin via 2,3-dimethoxy-5-methylbenzaldehyde. A combination of Claisen rearrangement and ring-closing metathesis reactions were employed for the generation of the two vicinal quaternary carbons on a cyclopentane ring.
- Srikrishna,Satyanarayana
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p. 2892 - 2900
(2007/10/03)
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- A New Synthesis of Anthraquinones Using Dihydro-oxazoles and Grignard Reagents Derived from Mg(Anthracene)(THF)3
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A general synthesis of anthraquinones which depends on the displacement of the methoxy group from an o-methoxyaryldihydro-oxazole by a methoxy substituted benzylmagnesium chloride, generated by using a magnesium-anthracene complex, has been developed.The masked benzylbenzoic acids which result from these reactions are deprotected and then ring-closed to anthrones which on oxidation yield anthraquinones.In this way, the followeing naturally occurring anthraquinones (or derivatives thereof have been synthesized): chrysophanol (9), islandicin (19), digitopurpone (21), tri-O-methylemodin (26), and di-O-methylsoranjidiol (29).
- Nicoletti, Teresa M.,Raston, Colin L.,Sargent, Melvyn V.
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p. 133 - 138
(2007/10/02)
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