HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S)-1,1-diphenyl-pent-4-ene-2-ol → (2R)-1,1-diphenyl-pent-4-ene-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S)-1,1-diphenyl-pent-4-ene-2-ol | HCID 11390776 | — |
| Reactant | (2S)-2-(Diphenylmethyl)oxirane | HCID 11816639 | — |
| Reactant | HCID 178418507 | HCID 178418507 | — |
| Product | (2R)-1,1-diphenyl-pent-4-ene-2-ol | HCID 11299399 | 694.5% |
Reaction Steps
(2S)-2-benzhydryl-oxirane (0.61 g, 2.91 mmol) was reacted with vinylmagnesium bromide (7.26 ml of 1.0M solution in THF, 7.26 mmol) in the presence of CuI (0.055 g, 0.29 mmol) (Procedure A) to yield (2R)-1,1-diphenyl-pent-4-ene-2-ol 0.48 g (70%, [α]D=(+)26, c=1, MeOH). The 1HNMR and 13CNMR were identical with (2S)-1,1-diphenyl-pent-4-ene-2-ol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08937189B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-45cadd179102477fb07c51775075f11e |
| Source note | uspto-grants-2015_01 |