Synfacts 2009(5): 0513-0513  
DOI: 10.1055/s-0029-1216592
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Phosphine-Mediated Synthesis of Oxygen-Containing Heterocycles

Contributor(s): Mark Lautens, Jane Panteleev
Y. K. Chung, G. C. Fu*
Massachusetts Institute of Technology, Cambridge, USA
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
22. April 2009 (online)

Significance

Relatively few examples of highly enantioselective phosphine-catalyzed transformations have been reported to date. The authors ­investigate an enantioselective variant of an intra-molecular γ-addition of oxygen nucleophiles to alkynoates, first reported by Trost and Li (J. Am. Chem. Soc. 1994, 116, 10819). A moderate scope to form saturated furans and pyrans with good enantioselectivities and yields is reported.