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- Deng, Chuqiao, et al. Show all 4 Authors
- Organic letters 2019 v.21 no.4 pp. 1103-1107
- acidity; alcohols; catalysts; chemical structure; chemoselectivity; glycosylation; temperature; thermodynamics
- ... An acidity- and temperature-dependent chemoselective glycosylation of silyl-protected rhamnals with alcohols has been revealed. The reaction undergoes a 1,2-addition pathway with (±)-CSA as the catalyst at rt, affording kinetically controlled 2-deoxyl rhamnosides. In contrast, only thermodynamically controlled 2,3-unsaturated rhamnosides are formed via Ferrier rearrangement when elevating reaction ...