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Beilstein J. Org. Chem. 2012, 8, 1877–1883, doi:10.3762/bjoc.8.216
Graphical Abstract
Figure 1: The exo and the endo substituents at the α-carbon (C-2 by tropane numbering) of the tropinone or gr...
Scheme 1: Typical preparation of representative tropinone and granatanone aldols [3,17,20].
Scheme 2: Sterically and stereoelectronically favored trajectory for the approaching electrophile (E) and att...
Scheme 3: Preparation of TBDMS derivatives of all diastereomers of tropinone and granatanone aldols (included...
Figure 2: Approximate representations of likely conformations of tropinone aldols and their TBDMS ethers in s...
Figure 3: X-ray structure of aldol exo,syn-3 synthesized by direct, solventless reaction of tropinone with be...