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Assay
≥97.0%
optical activity
[α]20/D +122±5°, c = 1% in chloroform
optical purity
enantiomeric ratio: ≥99:1 (LC)
functional group
phenyl
thioether
SMILES string
S=C1N[C@@H](CS1)Cc2ccccc2
InChI
1S/C10H11NS2/c12-10-11-9(7-13-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,12)/t9-/m1/s1
InChI key
SLDUGQISGRPGAW-SECBINFHSA-N
Application
A highly selective and efficient chiral auxiliary which can be directly reduced to its corresponding aldehyde and the chiral auxiliary by reductive cleavage with diisobutylaluminum hydride.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Organic letters, 2(6), 775-777 (2001-02-07)
[formula: see text] Asymmetric aldol additions using chlorotitanium enolates of thiazolidinethione propionates proceed with high diastereoselectivity for the "Evans" or "non-Evans" syn product depending on the nature and amount of the base used. With (-)-sparteine as the base, selectivities of
Current Organic Chemistry, 6, 303-303 (2002)
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