Working Paper
Authors
- Anand H. Shinde ,
- Annu Thomas ,
- Joel T Mague ,
- Shyam Sathyamoorthi
University of Kansas
Abstract
We present highly diastereoselective tethered
aza-Wacker cyclization reactions of alkenyl phosphoramidates. “Arming” the phosphoramidate tether with 5-chloro-8-quinolinol was essential to achieving >20:1 diastereoselectivity in these reactions. The substrate scope with respect to alkenyl alcohols and phosphoramidate tether was extensively explored. The scalability of the oxidative cyclization was demonstrated, and the product cyclophosphoramidates were shown to be valuable synthons, including for tether removal. With chiral alkenyl precursors, enantiopure cyclic phosphoramidates were formed.
Content

Supplementary material
JTM1417 0m a

SI for submission