New Metal-Free One-Pot Synthesis of Substituted Allenes from Enones
Meng Tang, Chun-An Fan, Fu-Min Zhang, Yong-Qiang Tu*, Wen-Xue Zhang and Ai-Xia Wang
*State Key Laboratory of Applied Organic Chemistry and
Department of Chemistry, Lanzhou University, Lanzhou 730000, P. R. China, Email:
tuyq
lzu.edu.cn
M. Tang, C.-A. Fan, F.-M. Zhang, Y.-Q. Tu, W.-X. Zhang, A.-X. Wang, Org. Lett., 2008, 10, 5585-5588.
DOI: 10.1021/ol802445p
Abstract
A metal-free, one-pot synthesis of substituted allenes from enones via the corresponding α,β-unsaturated tosylhydrazones proceeds readily with high compatibility of sensitive functional groups using a tertiary amine as a base. This synthetic protocol provides synthetically important allenes without the use of metallic reagents or catalysts.
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proposed mechanism
Key Words
ID: J54-Y2008-3810
