Specification
Synonyms
(R)-SITCP; CS-212; (S)-(-)-SITCP; 5-Phenyl-5,6,10,11,12,13-hexahydro-4H-diindeno[7,1-cd:1\',7\'-ef]ph osphocine; AB1005819; (11aR)-(+)-5,6,10,11,12,13-Hexahydro-5-phenyl-4H-diindeno[7,1-cd; CS-0037626; CS-0037625; (S)-dimethylene-[7,7 inverted exclamation marka-(1,1 inverted exclamation marka-spiroindan)]-phenylphospholane; 7,7'-(Phenylphosphinediylbismethylene)-1,1'-spirobiindan;
IUPAC Name
10-phenyl-10-phosphapentacyclo[10.6.1.11,4.016,19.08,20]icosa-4(20),5,7,12,14,16(19)-hexaene;
Canonical SMILES
C1CC23CCC4=C2C(=CC=C4)CP(CC5=CC=CC1=C35)C6=CC=CC=C6;
InChI
InChI=1S/C25H23P/c1-2-10-22(11-3-1)26-16-20-8-4-6-18-12-14-25(23(18)20)15-13-19-7-5-9-21(17-26)24(19)25/h1-11H,12-17H2;
InChI Key
VAPJMVSYFGSRTG-UHFFFAOYSA-N;
Application
Phosphine-catalyzed intra-and intermolecular gamma-addition of nitrogen nucleophiles to allenoates and alkynoates.
Catalytic asymmetric construction of the tryptanthrin skeleton via enantioselective decarboxylative [4+2] cyclization.
Catalytic, enantioselective carbon-oxygen bond formation - phosphine-catalyzed synthesis of benzylic esters via oxidation of benzylic C-H bonds.
Use of a new spirophosphine to achieve catalytic, enantioselective [4+1] annulations of amines with allenes to generate dihydropyrroles.
Covalently-Bonded Unit Count
1
Monoisotopic Mass
354.154g/mol
Topological Polar Surface Area
0A^2