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note
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(a) Recent studies carried out by us show that 1-aza-1,4-dienes also undergo SET-sensitized 1-ADPM rearrangements (refs 7b and 7c).
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note
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(a) Within this area of SET-promoted di-π-methane rearrangements, we have described recently the first examples of 1-ADPM and DPM rearrangements that take place via radical-anion intermediates (ref 8b).
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(a) Previous attempts by Adam et al. (ref 13b) to promote the formation of oxiranes by the DPM rearrangement were unsuccessful.
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2 was used as solvent. However, when the reaction was repeated in t-BuOH the cyclopropylimine 11b was isolated in low yield.
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35
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0041521269
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note
-
At this point it is not possible to establish the structure of the minor product based on spectroscopic evidence. Our aim is to obtain a crystalline sample that would permit us to determine its structure by X-ray diffraction analysis.
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36
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0043024090
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note
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2 (SHELXTL version 5.1). The non-hydrogen atoms were refined anisotropically. The hydrogen atoms were included in calculated positions, R1 = 0.047 for 1429 observed reflections and wR2 = 0.134 (all data). Further crystallographic details for the structure reported in this paper may be obtained from the Cambridge Crystallographic Data Center, 12 Union Road, Cambridge CB2 1EZ, U.K.; depository no. CCDC-198688.
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0042523083
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1H NMR analysis of the photomixture indicates the presence of two cyclopropane derivatives. However, all the attempts to isolate them resulted in decomposition of the photoproducts. No N-vinylaziridine was detected in this instance.
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