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Catalytic Asymmetric Construction of Spirocyclopentaneoxindoles by a Combined Ru-Catalyzed Cross-Metathesis/Double Michael Addition Sequence

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posted on 02.12.2011, 00:00 by Ying-Mei Li, Xiang Li, Fang-Zhi Peng, Ze-Qian Li, Shou-Tao Wu, Zhong-Wen Sun, Hong-Bin Zhang, Zhi-Hui Shao
Biologically important and synthetically challenging spirocyclopentaneoxindoles with four contiguous stereocenters including one spiroquaternary stereocenter have been constructed in good yields (72–87%) with excellent diastereoselectivity (16:1→30:1 dr) and enantioselectivity (93→99% ee) by a combined Ru-catalyzed cross-metathesis/organocatalyzed asymmetric double-Michael addition sequence.

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