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Please login to access the full content or check if you have access via36.1.1.2.1 Variation 1: Oxidation of Trichlorosilanes
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Porter, M. J., Science of Synthesis, (2008) 36, 35.
Alkyltrichlorosilanes 38 are oxidized to alcohols 39 by hydrogen peroxide in the presence of potassium fluoride and potassium hydrogen carbonate (Scheme 12). The most commonly used solvent system is a mixture of water, methanol, and tetrahydrofuran. As the alkyltrichlorosilanes are generally produced through asymmetric hydrosilylation of alkenes with trichlorosilane, most of the reported examples are secondary alcohols. Thus, this approach provides a two-stage method for the synthesis of optically active secondary alcohols from alkenes. Nevertheless, primary alcohols may also be prepared by this process.[120]
Meeeee 88 Meeeeeeee ee Meeeeeeeeeeeeeeeeeeee ee Meeeeeee[888–888]
| M8 | M8 | Meeee (e) | Meeee (%) | Mee |
|---|---|---|---|---|
| Me | Me | e.e. | >88 | [888] |
| Me | 8-M8MM8M8 | e.e. | >88 | [888] |
| 8-MeM8M8 | Me | 88 | 88 | [888] |
| (MM8)8Me | Me | 88 | 88 | [888] |
| Me | (MM8)8MMe | 88 | 88 | [888] |
| Me | Me | 88 | 88 | [888] |
| M |  |
88 | 88 | [888] |
| Me | 8-MeM8M8 | 88 | 88 | [888] |
e e.e. = eee eeeeeeee.
Meee eeeeeee eeeeeeeeeeee eeeeeeee eee eeeeeeeeee ee eeeeeeeeeeeeeeee eeee eeeeeeeeeeeeeeee 88 eeee eeeeee(MM) eeeeeeee eeeeeeee, ee e eeeeeeee eeee, ee eeeeeeeee eeee 8-eeeeeeeeeeeeeeeeeee eeee ee eeeeeeeeeeeeeeeee (Meeeee 88).[888] Meee eeeeeeeee eee eeee eeeeeee eeeeeeeeee ee eee eeeeeeeeeeeee eeeeeee eee-eeee eeeeeeee.
Meeeee 88 Meeeeeee Meeeeeeeee ee ee Meeeeeeeeeeeeeeeeeee eeee ee Meeeeee[888]
Meeeeeeeeeee Meeeeeeee
(8M)-8-(8-Meeeeeeeeeee)eeeeeee (88, M8 = Me; M8 = 8-MeM8M8); Meeeeee Meeeeeeee:[888]
M 88% eeeeeee eeee ee M8M8 (8.88 eM) eee eeeee ee e eeee ee eeeeee 88 (M8 = Me, M8 = 8-MeM8M8; 888 ee, 8.88 eeee), MM (888 ee, 8.88 eeee), eee MMMM8 (888 ee, 8.88 eeee) ee MMM (88 eM) eee MeMM (88 eM). Mee eeeeeee eee eeeeeee ee ee eee 88 e eee eeee eee eeeeeeee eee eeeeeeee eeee eee. ee Me8M8M8 (8 eM). Mee eeeeeee eee eeeeeee eee e eeeeeee 8 e eee eeee eeeeeeeee eeee Me8M (8 × 88 eM). Mee eeeeeeee eeeeeee eeeeeeee eeee eeeee (MeMM8) eee eeeeeeeeeeee; eee eee eeeeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeeee/MeMMe 8:8) ee eeee eee eeeee eeeeeeee; eeeee: 88 ee (88%); [α]Mee +88.8 (e 8.88, MMMe8).
References
| [120] | Meeeeee, M.; Meeeeeeee, M.; Meeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
| [121] | Meeeeeee, M.; Meeeee, M.; Meeeeee, M., M. Meee. Mee., Meee. Meeeee., (8888), 8888. |
| [122] | Meeeeee, M.; Meeee, M.; Meeeeee, M., MM 888 888, (8888); Meee. Meeee., (8888) 888, 888888. |
| [123] | Meeeee, M.; Meeeeeee, M.; Meeeeee, M.; Meeeee, M.; Meeeee, M., Meee. Meee. Mee. Mee., (8888) 88, 888. |
| [124] | Meeeee, M. M.; Meeeeeee, M. M.; Me Meee, M. M.; Meeeeeee, M. M.; Meeeeeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
| [125] | Meeee, M.; Meeee, M.; Meeee, M.; Meeeeee, M.; Meeeeeee, M.; Meeeeee, M.; Meeeee, M., Meeeeeeeeee, (8888) 88, 888. |
| [126] | Meeeeee, M.; Meeeeee, M.; Meeeeee, M.; Meeeee, M.; Meeeee, M., M. Mee. Meee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8/8e8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88e, 8888.
- 8.Meeeee-Meee, (8888) M 88e, 8888.
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