Tetrahedron Letters

One-step conversion of terminal acetylenes into terminally functionalized (E)-3-methyl-2-alkenes via zircomium-catalyzed carboalumination. A simple and selective …

N Okukado, E Negishi

Index: Okukado,N.; Negishi,E. Tetrahedron Letters, 1978 , # 27 p. 2357 - 2360

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Citation Number: 63

Abstract

We have recently reported that terminal acetylenes react in a stereo-and regioselective 1 manner with Me3AP.-CJ~ 2ZrCp2 to produce (E__)-2-methylalkenylmetal derivatives. Our finding that the carbometallated products consist essentially of (_EE)-2-methylalkenylalanes (__4) prompted us to test the feasibility of converting 4 to 2 via known one-carbon homologation reactions of alkenylalanes. 4-8 We therefore chose l-heptyne as a test ...