Synfacts 2011(9): 0971-0971  
DOI: 10.1055/s-0030-1261011
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Brønsted Acid Catalyzed Synthesis of Spirooxindole Pyrans

Contributor(s): Mark Lautens, Jane Panteleev
J. Wang, E. A. Crane, K. A. Scheidt*
Northwestern University, Evanston, USA
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19. August 2011 (online)


The authors report a synthesis of spirooxindole pyrans through a Brønsted acid catalyzed Prins cyclization. The reaction is highly dia­stereoselective and the products comprise an important structural motif. Several reactions of the products are reported to yield a variety of interesting derivatives.