A new access to substituted tetraethyl N-Boc 2-aminoethylidene-1,1-bisphosphonates and phosphonyl-substituted aza-Morita-Baylis-Hillman-type adducts

作者：Gajda Anna; Gajda Tadeusz^*

来源：Tetrahedron, 2008, 64(7): 1233-1241.

DOI：10.1016/j.tet.2007.11.072

• bisphosphonates
• nucleophilic addition
• N-Boc imines
• alpha-amidosulfones
• aza-Morita-Baylis-Hillman-type adducts

A general one-pot synthesis of substituted 2-aminoethylidene-1,1-bisphosphonates has been developed. The protocol involves base-induced addition of sodium tetraethyl methylenebisphosphonate to N-Boc imines generated in situ from N-Boc-alpha-amidoalkyl-p-tolylsulfones by the action of sodium hydride. The direct and efficient conversion of the title compounds into aza-Morita-Baylis-Hillman-type adducts has been also elaborated.

• 出版日期2008-2-11