Synfacts 2010(12): 1406-1406  
DOI: 10.1055/s-0030-1258859
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Allylation of Nitrosobenzene with Pinacol Allylboronates

Contributor(s): Paul Knochel, Andreas J. Wagner
R. E. Kyne, M. C. Ryan, L. T. Kliman, J. P. Morken*
Boston College, Chestnut Hill, USA
Further Information

Publication History

Publication Date:
22 November 2010 (online)

Significance

The addition of nitrosobenzene to pinacol allyl boronates leads to oxidative cleavage of the carbon-boron bond with a simultaneous ­rearrangement of the alkene substrate. The final reaction products are secondary allylic alcohols.