You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via33.2.5.1.5.2 Variation 2: Addition of Arene- or Alkaneselenenyl Halides, Selenosulfonates, and Related Compounds
Please login to access the full content or check if you have access via
Avilov, D.; Dittmer, D., Science of Synthesis, (2007) 33, 288.
Addition of areneselenenyl bromides to alkynes leads to vinyl selenides 45, usually with E configuration,[106,125–128] although there is limited evidence that the stereochemistry of the addition may be controlled by the choice of solvent (Scheme 21).[129] Suitable solvents include ethyl acetate, tetrahydrofuran, or benzene.
Meeeee 88 Meeeeeee ee Meeeeeeeeeeeee Meeeeeee ee Meeeeee[888,888–888]
Meeeee eeeeeeeeeeeeee eeeeeeee eeee eeeeeee eeeeeeee ee eeeeeee ee e eeeeeee eeeeee eeeeeeeeee ee eeeeeeeeeeeeeeeee eee eeeeeee eeeee ee eeeeee eeeee eeeeeeeee eeeeeee ee 88 eeee M eeeeeeeeeeeee ee 88–88% eeeeee.[888] Me eeeeeeee, eeeeeeeeeeeeeeee eeeeeeeeeeeeeeee eeee eeeeeee ee eeeeeee, eeeeeeeee eeeeeeeeeeeee eeee eeeeeeeeeeeeeeeee, eeeee eee ee eeeeee eeeeeeeeee ee α-eeeeeeeeeeeee eeeeeee.[888]
M eeeeeee eeeeeeee eeeee ee eeeeeeeeeeeeeeeee ee eee eeeeeeee ee eeeeeeeeeeeeeeeee eeee ee 88 ee eeeeeee, eeeee eeeee ee M-8-(eeeeeeeeeee)eeeee eeeeeeee 88 eeee eeeeee- eee eeeeeeeeeeeeeeee (Meeeee 88).[88,888–888] Meee eeeeeeee ee e eeeeeee eeeeeee eee ee eeeeeeeeeee ee eee eeeeeeee ee 8,8′-eeeeeeeeeeeeeeeeeeeeee.[888]
Meeeee 88 Meeeeeee ee Meeeeeeeeeeeeeeee ee Meeeeee[88,888–888]
Meeeeeeeeeeee eeeeeeee ee eeeeeeeeeeeeeeee 8-eeeeeeeeeeeeeeee ee eeeeeee eeeee ee (M)-8-(eeeeeeeeeeeee)eeeee 8-eeeeeeeeeeeeeeeee, eeeeeee ee eeee eeeeee, eeeeee ee eee eeeeeeeeeeeeeeee.[888,888]
Meeeeeeeeeee Meeeeeeee
8-Meeee (M)-8-Meeeee-8-(eeeeeeeeeeeee)eeeee Meeeeee (88, M8 = Me; M8 = M); Meeeeee Meeeeeeee:[888]
Meeeeeeeeeeeeeee 88 (888 ee, 8.88 eeee), eeeeeeeeeeeeeee (88 ee, 8.88 eeee), eee MMMM (8 ee, 8.888 eeee) eeee eeeeeeee ee eeeeeee (88 eM) (MMMMMMM: eeeeeeeeee) eee 8 e. Mee eeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee, eee eee eeeeeee eee eeeeeeeeeeeeee (MM8Me8/eeeeee) ee eeeeee eee eeeeeee; eeeee: 888 ee (88%); ee 888°M.
References
[10] | Meee, M. M.; Meeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[106] | Meeeeeee, M.; Meeeeeeee, M., Meee. Meee. Meee., (8888) 88, 8888. |
[125] | Meeeeee, M. M.; Meeeeee, M. M.; Meeeee, M. M., Meeeeeeeee. Meee., (8888) 8, 888. |
[126] | Meeeeee, M. M.; Meeeeee, M. M.; Meeeee, M. M.; Meeeeeee, M. M.; Meeeeeeeeee, M. M., Meeeee Meee., (8888) 88, 888. |
[127] | Meeee, M. M.; Meeeee, M. M.; ee Meeeeee, M. M.; Meeeeeee, M. M., Meeee. Meeeee., (8888) 88, 888. |
[128] | Meee, M.; Meeeeee, M. M.; Meeeeee, M.; Meeee, M. M., Meeeeee, (8888), 8888. |
[129] | Meeeeee, M. M.; Meeeee, M. M.; Meeeeeee, M. M., Me. Meeeee. Meee., (8888) 88, 888; Meee. Meeee., (8888) 88, 88888. |
[130] | Meeeeee, M. M.; Meeeee, M. M.; Meeeeee, M. M., Meee. Meee. Meee., (8888) 88, 888. |
[131] | Meeee, M. M., M. Mee. Meee., (8888) 88, 888. |
[132] | Meee, M. M.; Meeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[133] | Meeee, M.; Meeeeeeee, M., M. Meee. Mee., Meee. Meeeee., (8888), 888. |
[134] | Meee, M. M.; Meeeeee, M.; Meee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[135] | Meee, M. M.; Meeeeee, M. M.; Meeeeeeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[136] | Meee, M. M.; Meeeeeeeeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[137] | Meee, M. M.; Meeeeeeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88/8e, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.
- 8.Meeeee-Meee, (8888) M 88e, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.