Silicon-directed nazarov cyclizations VII: Linearly-fused tricyclics
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One-pot synthesis of [6-5-6] tricyclic products via a double Diels-Alder/Nazarov tandem reaction of unsymmetrically substituted cross-conjugated diynones
2017, TetrahedronCitation Excerpt :Regiochemical control is a common obstacle that plagues the utility of the Nazarov reaction.24 The utilization of the β-silyl effect in the Nazarov reaction to elicit high regiocontrol of the products has proven to be an exceedingly valuable tool.17,25–27 The incorporation of a TMS-substituent in substrate 4 not only stabilizes the oxyallyl cation intermediate 8 through the β-silyl effect but also results in a very regioselective elimination of the TMS group to provide product 6 (Fig. 3).
Nazarov reaction triggered by active lithium salts in cyclopentyl methyl ether
2024, Chemistry LettersSubstituent and Solvent Effect Studies of N-Alkenylnitrone 4π Electrocyclizations**
2023, Chemistry - A European JournalStrategic Applications of the β-Silicon Effect
2022, Advanced Synthesis and CatalysisEnantioselective Silicon-Directed Nazarov Cyclization
2021, Journal of the American Chemical Society
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NSF Presidential Young Investigator (1985–1990). Fellow of the Alfred P. Sloan Foundation (1985–1989).
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