Catalytic asymmetric prins cyclizations: cation generation and trapping with (BINAP)Pt dications.
[reaction: see text] (R)-[(tolBINAP)Pt(NC(6)F(5))(2)][SbF(6)](2) (5) catalyzes the highly enantioselective Prins reaction between 2-allylphenols and glyoxylate esters. Other Lewis acid catalysts favor glyoxylate-ene products.
Department of Chemistry CB#3290, University of North Carolina, Chapel Hill, North Carolina 27599-3290, USA.
Charles A
CA
Mullen
Michel R
MR
Gagné
D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D004952:Esters; D015394:Molecular Structure; D009944:Organoplatinum Compounds / Q000737:chemistry*; D013237:Stereoisomerism
C514306:(R)-(tolBINAP)Pt(NC6F5)2)(SbF(6)2; D004952:Esters; D009944:Organoplatinum Compounds