Tetrahedron

Highly chemoselective triple bond reductions on unsymmetrical 1, 4-diorganyl-1, 3-butadiynes

MJ Dabdoub, VB Dabdoub

Index: Dabdoub, Miguel J.; Dabdoub, Vania B. Tetrahedron, 1995 , vol. 51, # 36 p. 9839 - 9850

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Citation Number: 52

Abstract

Unsymmetrical 1.4-diorganyl-1, 3-butadiyncs la-g undergo rcgio-, stereo-and chemoselective addition of butyltcllurolatc anion leading to (Z)-1-butyltelluro-1, 4-bis (organyl) but-1-en-3-ynes 2a-g in good yields. The terminal triple bond reacts faster than the propargylic triple bond (alcohol derivatives), which is more reactive than the triple bond bearing an alkyl or aryl group. Combination with removal of butyl tellurium moiety from the ...