Stannanes in Synthesis: The Generation of Promoter-Incorporated o-Quinodimethanes
- 1 January 1993
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1993 (11) , 831-833
- https://doi.org/10.1055/s-1993-22622
Abstract
A new and convenient method for the generation of o-quinodimethane intermediate 2 is described. Precursors of o-quinodimethanes bearing a variety of substituents 1 could be prepared in only three steps. The precursors, o-alkenylbenzyltributylstannanes 1, reacted with dienophiles in the presence of electrophiles at room temperature to give cycloadducts 3 in high yields. The cycloadditions proceeded with high stereoselectivity.Keywords
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