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77950854556
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This mechanism is in agreement with our previously described intramolecular α-arylation of aldehydes (see ref 9g)
-
This mechanism is in agreement with our previously described intramolecular α-arylation of aldehydes (see ref 9g).
-
-
-
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48
-
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77950831835
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-
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77950841828
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Note
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2 (see ref 15a).
-
-
-
-
55
-
-
77950817622
-
-
Note
-
Under the reaction conditions, alkene protonation followed by subsequent cationic cyclization is not a feasible process. Under typical cationic cyclization conditions (see ref 4d), cationic cyclization could be achieved in a separate step.
-
-
-
-
56
-
-
77950792412
-
-
Note
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Structural assignments of 8 and 13 as well as the absolute configuration of 8 (after chemical derivatization) were secured by X-ray crystallographic analysis (see the Supporting Information for details).
-
-
-
-
57
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1842661169
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Ed.; Plenum Press: New York
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Tiecco, M.1
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58
-
-
77950825827
-
-
Note
-
2 (0.500 mmol, 2.50 equiv), NaTFA (0.400 mmol, 2.00 equiv), and TFA (0.400 mmol, 2.00 equiv) in i -PrCN (1.0 mL) was slowly added over 7 h using a syringe pump at room temperature. After stirring had been continued for a further 17 h, the light-green solution was subjected to aqueous workup and purified by flash chromatography to afford the cyclization product.
-
-
-
-
59
-
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77950855545
-
-
Note
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Further evidence against a radical polar crossover reaction mechanism was obtained by the examination of a mismatched tricyclization substrate consisting of two trisubstituted electron-rich alkene moieties: significantly lower reaction efficiency (25% yield of the desired tetracycle) and only partial conversion were observed.
-
-
-
-
60
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77950820915
-
-
Note
-
We assume levels of enantiocontrol similar to those observed for 5 and 16.
-
-
-
-
61
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77950852733
-
-
Note
-
Estimated by semiempirical PM3 calculations on 17 using Gaussian 03.
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