700746
(S)-SDP
别名:
(S)-(-)-7,7′-双(二苯基膦基)-2,2′,3,3′-四氢-1,1-螺双茚, (S)-7,7′-双(二苯基磷酰)-1,1′-螺二氢茚
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关于此项目
经验公式（希尔记法）:
C41H34P2
化学文摘社编号:
分子量:
588.66
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352002
MDL number:
InChI
1S/C41H34P2/c1-5-17-33(18-6-1)42(34-19-7-2-8-20-34)37-25-13-15-31-27-29-41(39(31)37)30-28-32-16-14-26-38(40(32)41)43(35-21-9-3-10-22-35)36-23-11-4-12-24-36/h1-26H,27-30H2
SMILES string
C1CC2(CCc3cccc(P(c4ccccc4)c5ccccc5)c23)c6c1cccc6P(c7ccccc7)c8ccccc8
InChI key
DKZNVWNOOLQCMJ-UHFFFAOYSA-N
form
solid
optical activity
[α]22/D −191°, c = 1 in chloroform
mp
199-204 °C
functional group
phosphine
storage temp.
−20°C
Quality Level
General description
(S)-SDP is a chiral diphosphine reagent used in the asymmetric hydrogenation of ketones catalyzed by transition metal. It is also used in hydrosilylation or cyclization of 1,6-enynes.
Application
(S)-SDP can be used:
- As a ligand in the ruthenium-catalyzed asymmetric hydrogenation of cyclic ketones to give cycloalkanols.
- To prepare ruthenium complexes, which are used in the asymmetric hydrogenation of different prochiral ketones.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Synthesis of spiro diphosphines and their application in asymmetric hydrogenation of ketones
Xie J, et al.
Journal of the American Chemical Society, 125(15), 4404-4405 (2003)
Dynamic Kinetic Resolution Allows a Highly Enantioselective Synthesis of cis-alpha-Aminocycloalkanols by Ruthenium-Catalyzed Asymmetric Hydrogenation
Liu S, et al.
Angewandte Chemie (International ed. in English), 46(39), 7506-7508 (2007)
(R?and (S)?7,7′?Bis(diphenylphosphino)?2,2′,3,3′?tetrahydro?1,1′?spirobiindene
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2008)
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