Divergent Pd-catalyzed cross-coupling of allenyloxazolidinones to give chiral 1, 3-dienes and vinyloxazolidinones. Issue 39 (16th August 2019)

• Record Type: Journal Article
• Authors: Brown, Ronald W.; Zamani, Farzad; Gardiner, Michael G.; Yu, Haibo; Pyne, Stephen G.; Hyland, Christopher J. T.
• Is Part Of: Chemical science. Volume 10:Issue 39(2019)
• Page Start: 9051
• Page End: 9056
• Publication Date: 2019-08-16
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c9sc03215k
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : The first reported catalytic reactivity of 5-allenyloxazolidinones is the tightly controlled, divergent synthesis of chiral 1, 3-dienes or 5-vinyloxazolidinones under Pd(0) catalysis. 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.