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1 article(s) from Lazny, Ryszard

Determination of the relative configuration of tropinone and granatanone aldols by using TBDMS ethers

Ryszard Lazny,
Aneta Nodzewska,
Katarzyna Sidorowicz and
Przemyslaw Kalicki

Beilstein J. Org. Chem. 2012, 8, 1877–1883, doi:10.3762/bjoc.8.216

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Figure 1: The exo and the endo substituents at the α-carbon (C-2 by tropane numbering) of the tropinone or gr...

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Scheme 1: Typical preparation of representative tropinone and granatanone aldols [3,17,20].

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Scheme 2: Sterically and stereoelectronically favored trajectory for the approaching electrophile (E) and att...

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Scheme 3: Preparation of TBDMS derivatives of all diastereomers of tropinone and granatanone aldols (included...

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Figure 2: Approximate representations of likely conformations of tropinone aldols and their TBDMS ethers in s...

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Figure 3: X-ray structure of aldol exo,syn-3 synthesized by direct, solventless reaction of tropinone with be...

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Published 02 Nov 2012

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