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Please login to access the full content or check if you have access via2.5.7.5.4 Reactions of Alkenes with Halomethyleniminium Salts
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Zhang, N.; Dong, D., Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (2014) 2, 342.
The reaction of simple alkenes bearing alkyl groups with Vilsmeier reagents are complex because of side products arising from iminoalkylation or migration of the C=C bond. However, monoformylation of the alkenes occurs when migration of the double bonds is restricted (Scheme 9).[24–27]
Meeeee 8 Meeeeeeee ee Meeeeee ee Meeeeeeeeeee eeee Meeeeeeeeeeeeeeeeee Meeee[88–88]
M8 | Meeee (%) | Mee |
---|---|---|
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– | [88] |
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88 | [88] |
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88 | [88] |
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88 | [88] |
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88 | [88] |
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88 | [88] |
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88 | [88] |
Meeeeeeeeeee Meeeeeeee
Meeeeeeeeeeeee [88, M8 = (M)-MM=MMMe]; Meeeeee Meeeeeeee:[88]
MMMe8 (88 e, 8.8 eee) eee eeeee eeeeeeee eeee eeeeeeee eee eeeeeee ee MMM (888 e, 8 eee), eeee eee eeeeeeeeeee eeee eeeee 88 °M. Meeeeee (8.8 eee) eee eeee eeeee eee eee eeeeeee eee eeeeee eeeeee ee 88 °M. Me eeeeeeeeee eeeeeeee eeee eeeee, eee eeeeeee eee eeeeeeeee ee eeeeeeee eee eeeeeeeeeee ee 88–88 °M. Meeee eee eeeeeeeeee eeeeeeee eee eeeeee, eee eeeeeee eee eeeeee ee 88–88 °M eee 8 e. Mee eeeeeee eee eeee eeeeee ee ee eee eeee eee e eeee ee eeeee MeMMe (888 e, 8.88 eee; ee eeeeeeee) ee M8M (888 eM) eee eeeee ee eee eeeeeee (eeeeee ee eeeee eee eeee eeeeeee, eeee eeeeeeee eee eeeeeee). Mee eeeeeee eee eeeeee ee 88–88 °M eee 88 eee eee eeee eeeeee. Mee eeeeeeee eee eeeeeeeee eeee Me8M, eee eee eeeeeeee eeee eeeeee eeee M8M eee eeee eeeee (MeMM8) eee eeeeeeeee; eeeee: 88%.
References
[24] | Meeeeeee, M. M.; Meeeee, M. M., Meeeeeeeeee, (8888) 88, 8888. |
[25] | Meeeeee, M., Meeeeeeee, (8888), 888. |
[26] | Meeeeeee, M. M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
[27] | Mee, M.; Meee, M.; Me, M.; Mee, M.; Meee, M., M. Mee. Meee., (8888) 88, 8888. |