3-Hydroxyacetophenone → (R)-3-(1-HYDROXYPROPYL)PHENOL

HRID 553747Notes

Reaction equation

[OH:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.B1(C)OC(C2C=CC=CC=2)(C2C=CC=CC=2)[C@H]2N1CCC2>>[OH:10][C@@H:8]([C:4]1[CH:3]=[C:2]([OH:1])[CH:7]=[CH:6][CH:5]=1)[CH3:9]

Participants

Reactant 2

HCID 84873-Hydroxyacetophenone

HCID 2734713(3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole

Product 1

HCID 13542887(R)-3-(1-HYDROXYPROPYL)PHENOL

Procedure

3′-hydroxyacetophenone and (S)-(−)-2-methyl-CBS-oxazaborolidine were reacted as described in Example 35, Step 1 to provide 3-((R)-1-hydroxy-ethyl)-phenol.

Sources & evidence

ORD record: ord-73aa3c0f91d84130854f97307bbf1493
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08048902B2

Reaction notes

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