Regio- and stereochemically controlled formation of cyclopentenes has been achieved through the reaction of transition-metal–alkoxy(alkenyl)carbene complexes and neutral 1,3-dienes (see scheme; BHT=2,6-di-tert-butyl-4-methylphenol). Reaction conditions dictate whether [3+2] or [4+1] cycloaddition products are obtained; alkenyl-substituted cyclopentanones of high enantiomeric purity are synthesized by using 8-phenylmenthyloxycarbene complexes.
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Barluenga et al. (2003) studied this question.
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