Merck
CN
  • Copper-catalyst-controlled site-selective allenylation of ketones and aldehydes with propargyl boronates.

Copper-catalyst-controlled site-selective allenylation of ketones and aldehydes with propargyl boronates.

Organic letters (2013-02-27)
Keith R Fandrick, Junichi Ogikubo, Daniel R Fandrick, Nitinchandra D Patel, Jaideep Saha, Heewon Lee, Shengli Ma, Nelu Grinberg, Carl A Busacca, Chris H Senanayake
摘要

A practical and highly site-selective copper-PhBPE-catalyst-controlled allenylation with propargyl boronates has been developed. The methodology has shown to be tolerant of diverse ketones and aldehydes providing the allenyl adducts in high selectivity. The BPE ligand and boronate substituents were shown to direct the site selectivity for which either propargyl or allenyl adducts can be acquired in high selectivity. A model is proposed that explains the origin of the site selectivity.

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Sigma-Aldrich
丙二烯, ≥95%