ChemInform Abstract: 2-Functionalized Furans as Precursors of Versatile Cycloheptane Synthons.
Abstract
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ChemInform Abstract
The outcome of the [4 + 3]cycloaddition, which in most cases proceeds with cis-diastereospecificity and high endo selectivity, is found to depend on steric and electronic effects. Increasing bulkiness of the 2-substituents results in increase of endo selectivity, but decrease of yield. Increasing electronic density of the furan system by electron donating groups at C-2 leads to better yields and diastereoselectivities.
