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.


Published in:
Journal of the American Chemical Society, 129, 12396-12397
Year:
2007
Publisher:
American Chemical Society
ISSN:
0002-7863
Keywords:
Note:
CAPLUS AN 2007:1052375(Journal)
Laboratories:




 Record created 2011-08-17, last modified 2018-03-17


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