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20644445744
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note
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The same strategy was applied to the synthesis of 3-amino-1,3-pentadiene but this proved fruitless.
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50
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20644442342
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note
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Amide 6 was chosen because cyclization was expected to produce a small number of diastereomeric pyrrolizidines.
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51
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20644461361
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note
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The cis and trans stereochemical indicators refer to the relative position of the vinyl group with respect to the oxygen bridge.
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53
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54
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20644446371
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note
-
Energy calculations were performed using MM2.
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55
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20644440709
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note
-
We cannot exclude the involvement of a selective retro Diels-Alder of 8b to rationalize the improvement in the diastereomers distribution, when 7 is converted into 8. However, the yield of 9 is expected to be much too little for the observed increment.
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57
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20644451719
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note
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6]DMSO.
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59
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0004328687
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