Wiley-VCH Verlag, ChemInform, 22(38), 2007
Elsevier, Tetrahedron Letters, 8(48), p. 1507-1509
DOI: 10.1016/j.tetlet.2006.12.007
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In this letter we present a new 2,4,4-trimethyl-2-oxazoline anion-zinc derivative that has a remarkable thermal stability when compared with the corresponding cyanocuprate counterpart. The yields from conjugated addition to several 2-nitrovinyl benzenes are moderate to good and the reaction itself is easier to execute and cleaner. As an application, this methodology was applied to an alternative synthesis of (+/-)-Rolipram, a drug with several interesting biological activities. (c) 2006 Elsevier Ltd. All rights reserved.