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Grignard alcohol
If ketone as reactant: introduction of a new chiral center.
Additional step: reactant 2 has to be transformed into Griganrd reagent (RMgX) first.
SMARTS
: [#6:1][C;H1,$([C]([#6])[#6]):2]=[OD1:3].[Cl,Br,I][#6;$([#6]~[#6]);!$([#6]([Cl,Br,I])[Cl,Br,I]);!$([#6]=O):4]>>[C:1][#6:2]([OH1:3])[#6:4]
Conditions
Reactant 1:
aldehyde or ketone.
Reactant 2:
arylhalide.
R1
: aryl, alkyl.
R2
: H, alkyl.
X
: Cl, Br, I.
References
Grignard, V. C. R.
Acad. Sci.
1900
, 130, 1322–1324.
Grignard, V.
Ann.Chim.
1901
, 7, 433–490.
Other sources
Organic chemistry
Wikipedia