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Synfacts 2005(1): 0150-0150  
DOI: 10.1055/s-2005-872135
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

A Robust and Versatile Allyl- and Crotylboration with a Recyclable Auxiliary

Contributor(s): Paul Knochel, Andrei Gavryushin
C. Burgos, E. Canales, K. Matos, J. A. Soderquist*
University of Puerto Rico, Puerto Rico
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Publikationsdatum:
21. September 2005 (online)

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Significance

Nonracemic homoallylic alcohols are important intermediates for the preparation of different classes of useful compounds. This practical method offers the use of readily accessible and recoverable chiral auxiliary, and leads to excellent selectivity. Allylmagnesium bromide or metalated cis- or trans-butene serve as starting materials for the preparation of the reagents without the need of tin or silicon allylic compounds.