Exo-4-anisole Kwon [2.2.1] bicyclic phosphine

ALDRICH/798746

Synonym: Exo-4-Methoxyphenyl Kwon [2.2.1] Bicyclic Phosphine; (1S,4S,5R)-5-(4-methoxyphenyl)-2-tosyl-2-aza-5-phosphabicyclo[2.2.1]heptane

Empirical Formula (Hill Notation): C₁₉H₂₂NO₃PS
Molecular Weight: 375.42
MDL Number: MFCD28016352
Linear Formula: C₁₉H₂₂NO₃PS
Product Type: Chemical

form	powder
InChI	1S/C19H22NO3PS/c1-14-3-9-19(10-4-14)25(21,22)20-12-18-11-15(20)13-24(18)17-7-5-16(23-2)6-8-17/h3-10,15,18H,11-13H2,1-2H3/t15-,18-,24?/m0/s1
InChI key	RMFZMNUGIFSNIE-YPAHSFBSSA-N
mp	85-90 °C
Quality Level	100
SMILES string	O=S(N1C[C@@]2([H])[P@](C3=CC=C(OC)C=C3)C[C@]1([H])C2)(C4=CC=C(C)C=C4)=O

Application:	The bicyclic, chiral phosphine was developed by the Kwon Research Group .Its initial applications were for asymmetric [3+2] annulation between allenes and imines as well as the first examples of phosphine-catalyzed asymmetric syntheses of 1,2,3,5-substituted pyrrolines. Along with nucleophilic organocatalysis, the P-chiral phosphines may also find utility in asymmetric transition-metal catalysis.
Other Notes:	Hydroxyproline-Derived Pseudoenantiomeric [2.2.1] Bicyclic Phosphines: Asymmetric Synthesis of (+)- and (-)-Pyrrolines Technology Spotlight- Kwon Phosphines: P-Chiral Monodentate Phosphines from Hydroxyproline Aldrichimica Acta Review- Nucleophilic Chiral Phosphines: Powerful and Versatile Catalysts for Asymmetric Annulations
Packaging:	100 mg in glass bottle

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319 - H335
Precautionary statements	P302 + P352 - P305 + P351 + P338
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

mp	85-90 °C
UNSPSC	12352005