Abstract
The synthesis of nitrosoalkenes derived from phosphine oxides and phosphonates generated through base-mediated dehydrohalogenations of readily available alpha-halooximes is reported. These highly reactive intermediates act as Michael acceptors toward nucleophilic reagents such as ammonia, amines, and optically active amino esters, furnishing alpha-amino phosphine oxides and phosphonates in a highly regioselective fashion.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Alkenes / chemical synthesis
-
Alkenes / chemistry*
-
Amines / chemistry*
-
Ammonia / chemistry
-
Aza Compounds / chemistry
-
Esters / chemistry
-
Halogens / chemistry
-
Hydrogen / chemistry
-
Molecular Structure
-
Nitrogen / chemistry*
-
Organophosphonates / chemistry*
-
Oxides / chemistry*
-
Oximes / chemistry
-
Phosphines / chemistry*
-
Phosphorylation
Substances
-
Alkenes
-
Amines
-
Aza Compounds
-
Esters
-
Halogens
-
Organophosphonates
-
Oxides
-
Oximes
-
Phosphines
-
Ammonia
-
Hydrogen
-
phosphine
-
Nitrogen