- Stereoselective synthesis of dimethylrobustadials
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A stereoselective synthesis of the methyl ethers of robustadials A and B (24) is described. The crucial step is the amine-catalyzed cyclization of the enone 8b which leads to the products 9b and 10b with high diastereoselectivity. The choice of the amine
- Majewski,Irvine,Bantle
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p. 6697 - 6702
(2007/10/02)
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- Reactions of β-Pinene with Aromatic Aldehydes
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Aromatic aldehydes add to β-pinene under Lewis acid catalyzed Prins reaction conditions and yield the corresponding homoallylic alcohols.The reactions proceed in poor yield when electron donating substituents are present on the aromatic ring.
- Majewski, Marek,Bantle, Gary W.
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p. 2549 - 2558
(2007/10/02)
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- Stereoselective construction of the ring system of Robustadials
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The spiro[3,4-dihydro-2H-1-benzopyran-2,2'-bicyclo[3.1.1]heptane] framework of natural products Robustadials was constructed in a homochiral form. The synthesis started from 1S-(-)-β-pinene, which was coupled to a substituted benzaldehyde using a Prins reaction, and incorporated a diastereoselective, Michael-type, intramolecular addition.
- Majewski,Bantle
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p. 6653 - 6656
(2007/10/02)
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