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(S)-BINOL

(S)-BINOL

Chiral Catalysts, Ligands, Reagents, Privileged Ligands and Complexes, Asymmetric Synthesis, Chemical Synthesis, and BINOL's

(S)-BINOL is a versatile reagent having several applications:

1) (S)-BINOLforms a S-(-)-BINOL-Ti complex in combination with titanium(IV) isopropoxide which is an efficient chiral catalyst for (a) asymmetric addition of alkynylzinc to unactivated ketones (Ref: European Journal of Organic Chemistry 2006(5), 1303-1309, (2006)); (b) enantioselective ring-opening reaction of meso-stilbene oxide and cyclohexene oxide with anilines (Ref: Angewandte Chemie (Weinheim an der Bergstrasse, Germany) 119(28), 5469-5472, (2007)); and (c) asymmetric aryl transfers from triaryl(tetrahydrofuran)aluminum reagents to a wide variety of ketones (Ref: Tetrahedron Letters 36(43), 7897-7900, (1995))

2) (S)-BINOL is a phosphoramidite catalyst precursor that can be used to convert allylic alcohols to allylic amines

Ref: Angewandte Chemie (International ed. in English), 46(17), 3139-3143 (2007-3-14)

3) (S)-BINOL reacts with zirconium(IV) isopropoxide to form a chiral Lewis acid complex that can enable facile enantioselective allylation of aldehydes by allyltributyltin

Ref: Tetrahedron Letters 36(43), 7897-7900, (1995)

4) (S)-BINOL is a precursor for several industrially important ligands (S-BINAP)

Ref: Ref: Chem. Rev. 2005, 105, 3, 857–898


CAS Number
#18531-99-2
Synonyms
(S)-(−)-1,1′-Bi(2-naphthol); (−)-2,2′-Dihydroxy-1,1′-dinaphthyl, (S)-(−)-1,1′-Binaphthalene-2,2′-diol,
Molecular Formula
C20H14O2
MDL Number
MFCD00004068
Chemical Name
(S)-(-)-1,1'-Bi(2-naphthol)
Molecular Weight
286.32
Melting Point
208-210 °C(lit.)
Packaging
1 gm, 10 Gm & 50 gm in Glass Bottles, Bigger packaging available on request.
Color
White

Price and Availability


QuantityAvailability*Price (INR)
1 gmIn StockOn Request
10 gmIn StockOn Request
50 gmIn StockOn Request
1 kg4-5 WeeksOn Request
25 kg8-10 Weeks (Negotiable)On Request

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(S)-BINOL | Synthesis with Catalysts

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