An unexpected reversal of diastereoselectivity in the [4+3]-cycloaddition reaction of nitrogen-stabilized oxyallyl cations with methyl 2-furoate.

[摘要]：An unexpected reversal of diastereoselectivity in the [4+3] cycloaddn. of Me 2-fuorate with nitrogen-stabilized oxyallyl cations derived from epoxidn. of chiral allenamides is described here. This intriguing reversal in favor of the endo-II cycloaddn. pathway is likely a result of minimizing the dipole interaction between the oxyallyl cation and ester carbonyl of Me 2-fuorate.

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