Asymmetric and Stereoselective Cycloaddition of the Acrylate and Fumarate of (R)-Methyl Mandelate to α-Hydroxy-o-quinodimethane
- 1 January 1990
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1990 (06) , 333-334
- https://doi.org/10.1055/s-1990-21082
Abstract
The cycloaddition of α-hydroxy-o-quinodimethane, generated photochemically from 2-methylbenzaldehyde, and thermally from 1-benzocyclobutenol or 1-hydroxy-1,3-dihydrobenzo[c]thiophene 2,2-dioxide, with the fumarate and acrylate of (R)-methyl mandelate proceeds with high asymmetric induction and stereoselectivity (>90% de) to give 1-hydroxy-1,2,3,4-tetrahydronaphthalene derivatives in moderate to excellent yield.Keywords
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