TY - JOUR
T1 - Chiral N-phosphonyl imine chemistry
T2 - Asymmetric aza-Henry reaction
AU - Kattuboina, Adiseshu
AU - Kaur, Parminder
AU - Ai, Teng
AU - Li, Guigen
PY - 2008/3
Y1 - 2008/3
N2 - A series of chiral N-phosphonyl imines have been synthesized and utilized successfully in asymmetric aza-Henry reaction. The chiral auxiliary was optimized for this reaction by varying different R groups on the nitrogen atoms. The reaction is convenient to perform to give excellent yields and good diastereoselectivities. The absolute stereochemistry was unambiguously determined by converting a resulting vicinal nitroamine into its N-Boc derivative which serves as a known compound.
AB - A series of chiral N-phosphonyl imines have been synthesized and utilized successfully in asymmetric aza-Henry reaction. The chiral auxiliary was optimized for this reaction by varying different R groups on the nitrogen atoms. The reaction is convenient to perform to give excellent yields and good diastereoselectivities. The absolute stereochemistry was unambiguously determined by converting a resulting vicinal nitroamine into its N-Boc derivative which serves as a known compound.
KW - Chiral N-phosphonyl imines
KW - Chiral phosphoramide
KW - aza-Henry reaction
UR - http://www.scopus.com/inward/record.url?scp=38849085310&partnerID=8YFLogxK
U2 - 10.1111/j.1747-0285.2008.00633.x
DO - 10.1111/j.1747-0285.2008.00633.x
M3 - Article
C2 - 18251775
AN - SCOPUS:38849085310
VL - 71
SP - 216
EP - 223
JO - Chemical Biology and Drug Design
JF - Chemical Biology and Drug Design
SN - 1747-0277
IS - 3
ER -