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The transformation of the readily available phenylsulfonyl lactone building block to structurally diverse molecular scaffolds is described. Depicted structures are accessed in one to three steps, and their overall yields are high. The rigidity of the starting building block greatly directs the stereoselectivity of the transformations, and newly generated stereogenic centers including the quaternary carbon centers are formed with high stereoselectivity generally superior to dr > 95:1.

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