657697
(1R,1′R,2S,2′S)-DuanPhos
Synonym(s):
(1R,1′R,2S,2′S)-2,2′-Di-tert-butyl-2,3,2′,3′-tetrahydro-1H,1′H-(1,1′)biisophosphindolyl
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About This Item
SMILES string
CC(C)(C)P1Cc2ccccc2C1C3P(Cc4ccccc34)C(C)(C)C
InChI
1S/C24H32P2/c1-23(2,3)25-15-17-11-7-9-13-19(17)21(25)22-20-14-10-8-12-18(20)16-26(22)24(4,5)6/h7-14,21-22H,15-16H2,1-6H3/t21-,22-,25-,26-/m1/s1
InChI key
HCBRTCFUVLYSKU-SAZLYLDSSA-N
optical activity
[α]20/D +18°, c = 1 in chloroform
mp
214-246 °C
functional group
phosphine
Quality Level
Related Categories
Application
Catalytic ligand used for:
- Stereoselective synthesis of cyano-substituted dihydropyrroles by annulation of cyanoallenes
- Rhodium-catalyzed intermolecular enantioselective hydroacylation of alkynes to give alpha- and beta-substituted unsaturated ketones by kinetic resolution
- Stereoselective preparation of β-amino nitriles via rhodium-catalyzed asymmetric hydrogenation of amino acrylonitriles
- Stereoselective preparation of anti-1,3-amino alcohols via rhodium-catalyzed asymmetric hydrogenation of β-ketoenamide intermediates
- Stereoselective preparation of acetylaminoindane via rhodium-catalyzed asymmetric hydrogenation of acetylaminoindene
General description
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Articles
Sigma-Aldrich has research quantities of a series of Zhang’s chiral phosphines for catalytic asymmetric hydrogenations.
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