Abstract

The reaction of the allyl indium sesquibromide (CH 2=CHCH 2) 3In 2Br 3 with four equivalents of a bulky lithium alkoxide ((CH 3) 3COLi or (CH 3) 3CCH 2OLi) results in modified reagents which show unusual degrees of chemo- and stereoselectivity in reactions with carbonyl compounds. For example, in reactions with cyclohexanone derivatives, 84–93% equatorial attack with preferential formation of the axial alcohols is observed. Chiral aldehydes react in a highly diastereoselective manner.

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