A convenient and genuine equivalent to HZrCp2Cl generated in situ from ZrCp2Cl2-DIBAL-H

ORGN 441

Zhihong Huang, huang70@purdue.edu and Ei ichi Negishi, negishi@purdue.edu. Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47906
Slow addition of one equiv. of iBu2AlH to ZrCp2Cl2 in THF and filtration of iBu2AlCl•THF without isolation of HZrCp2Cl (Procedure A) permit its convenient in situ generation, avoiding its potentially troublesome storage. The reagent thus generated in situ can handle satisfactorily some of the most demanding cases of hydrozirconation–Pd-catalyzed cross-coupling tandem reactions providing efficient, selective and convergent syntheses of oligoenyes, which are valuable synthons for the synthesis of the south segment of amphotericin B.

 

Modern Acetylene Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006