Propyne Iminium Salts and Phosphorus (III) Nucleophiles: Synthesis of (3??Morpholinoallenyl) phosphanes and??phosphane Oxides or 1??(Morpholinopropargyl) …

M Reisser, A Maier, G Maas

Index: Reisser, Martin; Maier, Alexandra; Maas, Gerhard European Journal of Organic Chemistry, 2003 , # 11 p. 2071 - 2079

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Citation Number: 8

Abstract

Abstract Treatment of 4-(1, 3-diphenyl-l-propynylidene) morpholinium triflate (1a) with the neutral phosphorus nucleophiles Me 3 Si− PPh 2, Me 3 Si− P (Ph) C 5 H 11, and Me 3 SiO− PPh 2 affords (3-morpholinoallenyl) phosphanes 4 and 5 and (3-morpholinoallenyl) phosphane oxide 11, respectively. In contrast to these conjugate addition reactions at the ambident propyne iminium moiety of 1a, nucleophilic attack by Me 3 Si− PEt 2 and Me 3 ...