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Muñiz, K., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 33.
Palladium catalysis has enabled the development of modified Wacker protocols. For example, in the presence of a high concentration of bromide anions, the typical Wacker oxidation can be suppressed in favor of a 1,2-dibromination reaction. While 1,2-dibromides are usually obtained conveniently from direct bromination of alkenes, the use of chirally ligated palladium (as in complexes 22–24) offers a uniquely efficient way to prepare these compounds 25 in enantiomerically enriched form (Scheme 21).[83]
Meeeee 88 Meeeeeeee-Meeeeeeee Meeeeeeeeeeeeeee Meeeeeeeeeeee ee Meeeeee[88]
Me8 | Meeeeeee | Meeee (%) | ee (%) | Mee |
---|---|---|---|---|
8-MeMM8M8 | 88 | 88 | 88 | [88] |
8-MMM8M8 | 88 | 88 | 88 | [88] |
Me | 88 | 88 | 88 | [88] |
8,8-eMe8M8M8 | 88 | 88 | 88 | [88] |
Meeeeeeeeeee Meeeeeeee
8,8-Meeeeeeeeeeee Meeeee Meeee (88, Me8 = Me); Meeeeee Meeeeeeee:[88]
Mee eeeeee eeeeeee 88 (8.88 eeee) eee eeeeeeeee ee MMM/M8M (88:88; 88 eM) eee MeMe8 (8.8 e, 88 eeee) eee MeMe (8.88 e, 8 eeee) eeee eeeee. Mee eeeeeeee eee eeeeeeeee ee e eee-eeeeee eeeeeeeee[88] ee eeeee 8 eee ee M8 eee eeeee eeeeee eeeee (8.8 e, 8.8 eeee) eee eeeeeeee eeee eee eeeeeee. Mee eeeeeee eee eeee eeeeeeee eee 8 e. Mee eeeeeee eee eeeeeeeee eeee MM8Me8 (8 × 88 eM) eee eee eeeeeee eee eeeee (MeMM8). MM8Me8 eee eeeeeee eeeee eeeeeee eeeeeeee ee e eeeeeeeee eeeeee ee ee. 8.8 eM, eeeee eee eeeeeeee eeeeeee eeee e eeeeee eee eeeeeeeeeeeeee eeeeee. Meeeeee (MeMMe/eeeeee 8:8) eeeeeeee ee eeee, eeeeee eeeeee; eeeee: 88%; 88% ee [eeeeeeeeee ee 8M MMM ee eee eeeeeeee ee eee eeeeee eeeee eeeeeee Me(eee)8].
References
[83] | Me-Meeeeee, M. M.; Meeeee, M. M.; Meeeeeeee, M.; Meeeeee, M.; Meeeeee, M.; Meeee, M.; Meeeeee, M.; Meeeee, M. M.; Meeee, M. M., Mee. Meee., (8888) 8, 888. |
[84] | Meeee, M. M., Meeeeeeee Meeeeeeee Meeeeeeee ee Meeeeeeeeeee, Meeeeeee; Meeeeeeee, Mee Meeeeeeeeee, (8888); e 88. |