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Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1,3-dienes and vinyloxazolidinones.

ABSTRACT: The divergent reactivity of 5-allenyloxazolidinones has been explored. This novel building block undergoes Pd(0)-catalyzed cross-coupling with boronic acids to form a wide range of chiral 1,3-dienes and pharmaceutically useful vinyloxazolidinones, the chemoselectivity being tightly controlled by a simple switch in additive.

SUBMITTER: Brown RW 

PROVIDER: S-EPMC6889140 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1,3-dienes and vinyloxazolidinones.

Brown Ronald W RW   Zamani Farzad F   Gardiner Michael G MG   Yu Haibo H   Pyne Stephen G SG   Hyland Christopher J T CJT  

Chemical science 20190809 39

The divergent reactivity of 5-allenyloxazolidinones has been explored. This novel building block undergoes Pd(0)-catalyzed cross-coupling with boronic acids to form a wide range of chiral 1,3-dienes and pharmaceutically useful vinyloxazolidinones, the chemoselectivity being tightly controlled by a simple switch in additive. ...[more]

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