936031-63-9Relevant academic research and scientific papers
Tetrasubstituted pyrrolidines via a tandem aza-Payne/hydroamination reaction
Schomaker, Jennifer M.,Geiser, Andrea R.,Huang, Rui,Borhan, Babak
, p. 3794 - 3795 (2008/02/01)
A facile tandem aza-Payne/hydroamination reaction of aziridinol is reported, which yields highly functionalized pyrrolidines. Addition of alkynyl Grignards to 2,3-aziridinals yields, in most cases, high syn to anti ratios of the aziridinol. Treatment of the syn-aziridinol with base leads initially to an aza-Payne rearrangement, which juxtaposes the amine and the alkyne in favorable orientation to complete the hydroamination. The anti-aziridinol undergoes the aza-Payne rearrangement, but cannot proceed further with the hydroamination. Copyright
Convergent enantioselective synthesis of the tricyclic core of phomactin A
Mohr, Peter J.,Halcomb, Randall L.
, p. 2413 - 2416 (2007/10/03)
(Matrix Presented) The tricyclic core of phomactin A was synthesized from 6,6-dimethyl-2-cyclohexen-1-one. Key reactions include the addition of a cyclohexenyllithium reagent to an epoxyaldehyde and a regioselective intramolecular epoxide opening to insta
