Title of article
Synthesis of 1-amino-2-vinylcyclopropane-1-phosphinates. Conversion of a phosphonate to phosphinates
Author/Authors
Pyun، نويسنده , , Hyung-Jung and Clarke، نويسنده , , Michael O. and Cho، نويسنده , , Aesop and Casarez، نويسنده , , Anthony and Ji، نويسنده , , Mingzhe and Fardis، نويسنده , , Maria Angeles Pastor-Mira، نويسنده , , Richard and Sheng، نويسنده , , X. Christopher and Kim، نويسنده , , Choung U.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2012
Pages
4
From page
2360
To page
2363
Abstract
Conversion of diethyl 1-amino-2-vinylcyclopropanephosphonate to ethyl 1-amino-2-vinylcyclopropanephosphinate was accomplished by using either nucleophilic or electrophilic carbon reagents. Hydrolysis of the phosphonate diethyl ester to the mono acid followed by oxalyl chloride treatment provided the phosphonomonochloridate, which was treated with nucleophilic organometallic agents to afford phosphinate ethyl esters. Alternatively, the chloridate was reduced to the phosphonous ethyl ester, and then alkylated with various electrophilic alkylating agents to obtain phosphinate ethyl esters.
Keywords
Phosphinate ester , Phosphonous ester , Phosphonate reduction , P-alkylation
Journal title
Tetrahedron Letters
Serial Year
2012
Journal title
Tetrahedron Letters
Record number
1880659
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