You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via47.1.3.2.1.1 Variation 1: Intermolecular Ene Reactions
Please login to access the full content or check if you have access via
Chiu, P.; Lam, S. K., Science of Synthesis, (2010) 47, 739.
Unactivated enes and enophiles typically do not undergo intermolecular ene reactions, the exception being cyclopropenes, which are reactive due to their strain and undergo spontaneous intermolecular ene reactions, resulting in dimerization in good yields under unusually mild conditions (Scheme 3).[14]
Meeeee 8 Meeeeeeeeeeeee Mee Meeeeeeee ee Meeeeeeeeeeee[88–88]
M8 | M8 | M8 | Meeeeee | Meee | Meeee (%) | Mee |
---|---|---|---|---|---|---|
M | M | M | MM8Me8 | -88°M | –e | [88] |
MMM | MMM | M | MMMe8 | ee | 88e | [88] |
Me | M | Me | MMMe8 | ee | eeeee | [88] |
8-Mee | M | 8-Mee | MMMe8 | ee | 888 | [88] |
8-MeM8M8 | M | 8-MeM8M8 | MMMe8 | ee | 88 | [88] |
e Meeee eee eeeeeeee.
e Meeeeeeeeeeee eee eeeeeeee.
Meeeeeeeeeeeee eee eeeeeeeee ee eeeeeeeeeeeee eeee eeeee eeeeeeeee eeeeeee eeee eeee-eeeeeeeeeeee, eee eee eeeeeee eeeeeee ee eee eeeeeeeeeeee ee eee eeeeeeeeeeee. Meeeeee 8,8-eeeeeeeeeeeeeeeeeeee 8 (M8 = M8 = Me; M8 = M) eeeeeeeee eeeeeeeeeeee ee eeee eeeeeeeeeeeee eee eeeeeeeeeeeeeee eeeeeeeeeee eeeeeeeeeeeeeeeeeeeeeee 8 (M8 = M8 = Me; M8 = M) ee eee eeeeeeee ee 8-eeeeeeeeeeeee ee 8,8-eeeeeeeeeee-8-eee-8,8-eeeee, 8,8-eeeeeeeeeeeeeeeeeeee (8) eeee eee eeeeeeee, eee eeeeeeeee e eeeee-eee eeeeeeee eeee 8,8-eeeeeeeeeee-8-eee-8,8-eeeee ee eeee eeeee (Meeeee 8).[88]
Meeeee 8 Meeee-Mee Meeeeeee ee e Meeeeeeeeeee[88]
Meeee eeee eeee eeeeeeeeeeeee, eeeeeee, eeeeeeeeeeeeee eee eeeeeeeee eeeeeeeee eeeeeee eeee eeeeeeee eeeeeeeeeeee eeee eeee eeeeeeeee eeeeeeeee, eee eee eeeeeeee ee eee eeeeee eee eeee eeee ee eeeeeeee. Mee eeeeeee, eeeeeeee ee ee eeeeee ee β-eeeeee eeee eeeeeeee eeeee ee eee eeeeee ee 88% eeeee ee 8 eeeee ee 888°M.[88]
Meeeeeeeeeee Meeeeeeee
8-[8,8-Mee(eeeeeeeeeeeeee)eeeeeeeeeee]-8,8-eee(eeeeeeeeeeeeee)eeeeeeeeeeee (8, M8 = M8 = MMM; M8 = M); Meeeeee Meeeeeeee:[88]
M eeee ee 8,8-eee(eeeeeeeeeeeeee)eeeeeeeeeeee (8, M8 = M8 = MMM; M8 = M; 8.8 ee, 8.888 eeee) ee MMMe8 (8.88 eM) eee eeeeeee ee eeeee ee ee eee 88 eee. Mee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee ee eeee eee eeeeeee ee e eeee eeeeee eee; eeeee: 8.8 ee (88%); MM e/e: 888 (M+, 8), 888, 888, 888, 88 (888).
References
[14] | Meeee, M. M., Mee. Meee. Meee., (8888) 888, 888. |
[15] | Meee, M.; Meee, M., Meeeeeeeeee Meee., (8888), 88. |
[16] | Meeeeee, M. M.; Meeeeeee, M., M. Mee. Meee., (8888) 88, 88. |
[17] | Meeeeee, M.; Meee, M.; Meeee, M.; Meeeeee, M., M. Meee. Mee., Meeeeeeee, (8888), 8888. |
[18] | Meeeeee, M.; Meeeeeee, M., Meee. Meee., (8888), 888. |
[19] | Meee, M.; eee Meeeee, M. M.; ee Meee, M. M., Meee. Meee. Meee. Meee-Mee, (8888) 88, 888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88/8, 888.
- 8.Meeeee-Meee, (8888) M 8e, 888.