Application of the Ugi four-component condensation reaction for the synthesis of α, α-and α, β-dipeptides substituted with fluoroarylalkyl pendent groups

N Shibata, BK Das, Y Takeuchi

Index: Shibata, Norio; Das, Biplab Kumar; Takeuchi, Yoshio Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 24 p. 4234 - 4236

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Abstract

Difluorotoluene nucleoside 1 has been developed as a nonpolar shape mimic for natural thymidine and it has been intensively used as a probe of the biological noncovalent interactions of oligonucleotides. 1 Unexpectedly, 1 serves as a template for DNA synthesis even though it lacks standard polar hydrogen bonding. These reports prompted our interest in the synthesis of dipeptides 2 having a difluorotoluene group appended to the nitrogen atom. In this paper, we ...