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Updated: Jun 24, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Synthesis of spiroacetal-nucleosides as privileged natural product-like scaffolds
Ka Wai Choi1, Margaret A Brimble
1Department of Chemistry, The University of Auckland, 23 Symonds St, Auckland, New Zealand.
Abstract:
The elaboration of a 6,6-spiroacetal scaffold to incorporate a nucleoside unit at the anomeric position is described. The novel spiroacetal-nucleoside hybrids were generated via nucleosidation of acetoxy-spiroacetal with a series of silylated nucleobases under Vorbrüggen conditions.
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If the substrate is an achiral molecule at the α-carbon, the inversion of configuration is not observed.
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