TY - JOUR
T1 - Catalytic asymmetric claisen rearrangement of enolphosphonates
T2 - Construction of vicinal tertiary and all-carbon quaternary centers
AU - Tan, Jiajing
AU - Cheon, Cheol Hong
AU - Yamamoto, Hisashi
PY - 2012/8/13
Y1 - 2012/8/13
N2 - A copper-catalyzed enantioselective Claisen rearrangement of easily accessible enolphosphonates using the commercially available PhBOX as the chiral ligand was developed. A wide range of rearrangement products with contiguous tertiary and all-carbon quaternary centers were obtained in excellent yields and stereoselectivities. The α-ketophosphonate substituent in the products could be easily transformed into other functional groups.
AB - A copper-catalyzed enantioselective Claisen rearrangement of easily accessible enolphosphonates using the commercially available PhBOX as the chiral ligand was developed. A wide range of rearrangement products with contiguous tertiary and all-carbon quaternary centers were obtained in excellent yields and stereoselectivities. The α-ketophosphonate substituent in the products could be easily transformed into other functional groups.
KW - BOX ligands
KW - Claisen rearrangement
KW - asymmetric catalysis
KW - copper
KW - quaternary carbon centers
UR - http://www.scopus.com/inward/record.url?scp=84864867846&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84864867846&partnerID=8YFLogxK
U2 - 10.1002/anie.201203092
DO - 10.1002/anie.201203092
M3 - Article
C2 - 22821885
AN - SCOPUS:84864867846
VL - 51
SP - 8264
EP - 8267
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
SN - 1433-7851
IS - 33
ER -