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Synfacts 2010(3): 0342-0342
DOI: 10.1055/s-0029-1219303
DOI: 10.1055/s-0029-1219303
Metal-Mediated Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Allene Synthesis and Propargylations with Stable Propargyl Boronates
D. R. Fandrick*, J. T. Reeves, Z. Tan, H. Lee, J. J. Song, N. K. Yee, C. H. Senanayake
Boehringer Ingelheim Pharmaceuticals Inc., Ridgefield, USA
Further Information
Publication History
Publication Date:
18 February 2010 (online)
Significance
The authors demonstrated the utility of stable, easy to handle diethanolamine boronates for the highly regioselective preparation of allenes including haloallenes and homopropargylic alcohols. The starting propargyl boronates are readily available, thus the whole sequence gives a simple regioselective approach to substituted allenes and homopropargylic alcohols.