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Stereodivergent Palladium-Catalyzed C-F Bond Functionalization of gem-Difluoroalkenes.

ABSTRACT: We herein describe a stereodivergent C-F bond functionalization of gem-difluoroalkenes. Using trisubstituted β,β-difluoroacrylates, both E and Z monofluoroalkene products can be obtained with excellent diastereoselectivities. The design of two different reaction manifolds, i.e., Pd(II)- versus Pd(0)-catalyzed cross-coupling of boronic acids, is the key to stereocontrol.

SUBMITTER: Wang Y

PROVIDER: S-EPMC11250036 | biostudies-literature | 2024 Jul

REPOSITORIES: biostudies-literature

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Stereodivergent Palladium-Catalyzed C-F Bond Functionalization of gem-Difluoroalkenes.

Wang Yanhui Y Tsui Gavin Chit GC

Organic letters 20240627 27

We herein describe a stereodivergent C-F bond functionalization of gem-difluoroalkenes. Using trisubstituted β,β-difluoroacrylates, both E and Z monofluoroalkene products can be obtained with excellent diastereoselectivities. The design of two different reaction manifolds, i.e., Pd(II)- versus Pd(0)-catalyzed cross-coupling of boronic acids, is the key to stereocontrol. ...[more]

PMID: 38937877

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