Enantioselective construction of spirocyclic oxindolic cyclopentanes by palladium-catalyzed trimethylenemethane-[3+2]-cycloaddition
The palladium catalyzed [3+2] trimethylenemethane (TMM) cycloaddn. is an efficient method for the construction of cyclopentanes. Herein, a catalytic asym. protocol for the synthesis of spirocyclic oxindolic cyclopentanes, e.g., I, is reported. The title compds. were obtained in excellent yields and enantioselectivities. In this process, the chiral ligand controls the diastereo- as well as enantioselectivity, and the construction of up to three adjacent stereogenic centers.
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Trost, B. M., Cramer, N., & Silverman, S. M. (2007). Enantioselective construction of spirocyclic oxindolic cyclopentanes by palladium-catalyzed trimethylenemethane-[3+2]-cycloaddition. Journal of the American Chemical Society, 129, 12396–12397. https://doi.org/10.1021/ja075335w
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2007
129
12396
12397
CAPLUS AN 2007:1052375(Journal)
REVIEWED
OTHER