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Allylation and Crotylation of Ketones and Aldehydes Using Potassium Organotrifluoroborate Salts under Lewis Acid and Montmorillonite K10 Catalyzed Conditions

Farhad Nowrouzi, Avinash N. Thadani and Robert A. Batey*

*Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario M5S 3H6, Canada, Email: rbateychem.utoronto.ca

F. Nowrouzi, A. N. Thadani, R. A. Batey, Org. Lett., 2009, 11, 2631-2634.

DOI: 10.1021/ol900599q (free Supporting Information)


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Abstract

The use of montmorillonite clay as catalyst provides a straightforward and scalable, highly diastereoselective method for the allylation and crotylation of a range of ketones and aldehydes with air- and water-stable potassium allyl and crotyltrifluoroborate salts.

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Key Words

Homoallylic Alcohols, Allyltrifluoroborates


ID: J54-Y2009-1810