Synfacts 2009(1): 0057-0057  
DOI: 10.1055/s-0028-1087437
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Zinc-Catalyzed Conjugate Radical Addition of Phosphoric Enones

Contributor(s): Hisashi Yamamoto, Cheol Hong Cheon
S. Lee, S. Kim*
Korea Advanced institute of Science and Technology, Deajeon, Korea
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Publikationsverlauf

Publikationsdatum:
18. Dezember 2008 (online)

Significance

This publication describes the enantioselective radical conjugate addition of α-phosphoric enone templates by the zinc-bis­oxazoline complex. Moreover, when allyltributylstannane was used as the radical trapping agent, the allylation products were obtained with high dia­stereo- and enantioselectivities. A tetrahedral transition state was proposed to explain the facial selectivity.