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An Efficient Synthesis of Novel α‐Aminophosphonates Based on a Mannich‐Type Reaction
Author(s) -
Risch Nikolaus,
Piper Stefan,
Winter Andreas,
LefarthRisse Annette
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200400618
Subject(s) - chemistry , iminium , phosphonate , mannich reaction , nucleophile , salt (chemistry) , scope (computer science) , organic chemistry , combinatorial chemistry , catalysis , computer science , programming language
Phosphonate‐substituted iminium salt 2 was used in Mannich reactions with various nucleophiles to obtain novel α‐aminophosphonates. This straightforward and efficient methodology has a broad scope and provides highly functionalized Mannich bases ( 4 and 8 ). Furthermore, vinylic, aromatic and homoallylic α‐aminophosphonates ( 5 , 10 and 12 ) were synthesized in good yields. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)