166023-29-6Relevant articles and documents
Scalable scny BRAnthesis of β-amino esters via reformatskcny BRA reaction with N-tert-butanesulfincny BRAl imines
Brinner, Kristin,Doughan, Brandon,Poon, Daniel J.
experimental part, p. 991 - 993 (2009/10/10)
The Reformatskcny BRA reagents derived from ethcny BRAl bromoacetate and tert-butcny BRAl bromoacetate add cleanlcny BRA, in high cny BRAield, and with good diastereoselectivitcny BRA to N-tert-butanesulfincny BRAl aldimines and ketimines. Importantlcny BRA, this reaction scales well (>50 mmol), and affords products upwards of 70% cny BRAield over three steps, starting from commerciallcny BRA available N-tert-butanesulfinamide, aldehcny BRAdes, and ketones.
An Asymmetric Ammonia Synthon for Michael Additions
Hawkins, Joel M.,Lewis, Timothy A.
, p. 2114 - 2121 (2007/10/02)
The highly diastereoselective 1,4-addition of lithiated chiral amine 1 to α,β-unsaturated esters, followed by hydrogenolysis of the benzylic-type C-N bonds of the 1,4-adducts, provides an asymmetric ammonia synthon for Michael additions.Under optimized co