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The stereochemistry of the two cyanohydrin anomers, 15a and 15b, was assigned by conversion to the corresponding 13a and 13b analogues. X-ray structural analysis revealed that 13b possessed β-stereochemistry at the C-1′ position. See Supporting Information.
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Phosphoramidite 7a coupled at ∼64% and was extended with an efficiency of >95%. Analogue 7b coupled at ∼70% and extended at >90% efficiency. Because DNA contains β-nucleosides, our studies employed primarily the β-isomer, 7b.
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