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- 제목 : Stereospecific Pd-Catalyzed Cross-Coupling Reactions

- 연사: Prof. Mark Biscoe(The City College of New York)

- 일시: 2025년 3월 14일 (금) 오후 4시

- 장소: 화학관 2층 330226호실

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tereospecific Pd-Catalyzed Cross-Coupling Reactions

ABSTRACT: The development of transition metal-catalyzed cross-coupling reactions has greatly influenced the strategies through which the synthesis of complex organic molecules is approached. A wide variety of methods are now available for the formation of C(sp2)–C(sp2) bonds, and more recent work has focused on the use of C(sp3) electrophiles and nucleophiles. However, the use of secondary alkyl nucleophiles in cross-coupling reactions remains an outstanding challenge because of slow alkyl transmetallation and the tendency of alkyl groups to isomerize under the reaction conditions. In principle, cross-coupling reactions that employ enantioenriched secondary alkyl nucleophiles can proceedin an enantiospecific manner where the original stereochemistry is preserved or inverted. This constitutes a novel approach to the preparation of enantioenriched molecules in which stereochemistry is introduced prior to direct reaction at a stereocenter. In this seminar, we will describe new methods for the use of configurationally stable, optically active alkyltin and alkylboron nucleophiles in enantiospecific Pd-catalyzed cross-coupling reactions. Such processes enable the rapid generation of libraries of non-racemic drug candidates from a single optically active precursor.