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

Journal Article


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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.

Publication Date


  • 2019

Citation


  • Brown, R. W., Zamani, F., Gardiner, M. G., Yu, H., Pyne, S. G. & Hyland, C. J.T. (2019). Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1,3-dienes and vinyloxazolidinones. Chemical Science, 10 (39), 9051-9056.

Scopus Eid


  • 2-s2.0-85073447001

Ro Full-text Url


  • https://ro.uow.edu.au/cgi/viewcontent.cgi?article=1988&context=smhpapers1

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/974

Number Of Pages


  • 5

Start Page


  • 9051

End Page


  • 9056

Volume


  • 10

Issue


  • 39

Place Of Publication


  • United Kingdom

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.

Publication Date


  • 2019

Citation


  • Brown, R. W., Zamani, F., Gardiner, M. G., Yu, H., Pyne, S. G. & Hyland, C. J.T. (2019). Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1,3-dienes and vinyloxazolidinones. Chemical Science, 10 (39), 9051-9056.

Scopus Eid


  • 2-s2.0-85073447001

Ro Full-text Url


  • https://ro.uow.edu.au/cgi/viewcontent.cgi?article=1988&context=smhpapers1

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers1/974

Number Of Pages


  • 5

Start Page


  • 9051

End Page


  • 9056

Volume


  • 10

Issue


  • 39

Place Of Publication


  • United Kingdom