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Unusual Regioselectivity in the Reaction of Allyl- or Allenylpropargyltitanium Compounds with Carbonyl Compounds: An Efficient Synthesis of Alkylidenecyclopropane Derivatives†
†
On leave from the Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Science.
Graphical Abstract
Steric strain shifts the equilibrium between the two isomeric allyltitanium compounds and isomeric allenyl- and propargyltitanium compounds containing cyclopropane units. This leads to unusual regioselectivity in their additions to electrophilic carbonyl compounds (shown on the right) and thus provides easy access to alkylidenecyclopropane derivatives.
