Enantiocontrolled Synthesis of Spirooxindoles Based on the [5 + 2] Cycloaddition of a Tp(CO)2Mo(pyridinyl) Scaffold (Tp = Hydridotrispyrazolylborate)
- 16 November 2000
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (25) , 4083-4086
- https://doi.org/10.1021/ol000313z
Abstract
A [5 + 2] cycloaddition of the pyridinyl π-complex (−)-1 (98% ee) to methyleneoxindole 2 afforded the spirooxindole complex (−)-3 in high enantiomeric purity. Complex (−)-3 was converted to pyrrolidine (−)-8 (97% ee), which is related to potent cytotoxic analogues of the spirotryprostatins alkaloids.Keywords
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