Tetrahedron letters

Allene synthesis from 2-alkyn-1-ols

AG Myers, NS Finney, EY Kuo

Index: Myers, Andrew G.; Finney, Nathaniel S.; Kuo, Elaine Y. Tetrahedron Letters, 1989 , vol. 30, # 42 p. 5747 - 5750

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Citation Number: 28

Abstract

Abstract Activation of 2-alkyn-1-ols as their methanesulfonate esters and displacement with hydrazine furnishes the corresponding alkynyl hydrazine derivatives which undergo smooth oxidative rearrangement with diethyl azodicarboxylate (DEAD) or 4-methyl-1, 2, 4-triazoline- 3, 5-dione (MTAD) to form allenes.