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2005
Carbohydrates
U 0500
An Efficient Synthesis of β-C-Glycosides Based on the Conformational Restriction
Lewis Acid Promoted Silane Reduction of the Anomeric Position with
05- 188 Strategy:
Complete Stereoselectivity. — The title synthetic method providing the β-C-glycosides is demonstrated. The key step is the completely stereoselective reduction by
Et3SiH / TMSOTf is the case of the substrates, conformationally restricted in the
4
C1-chair form by a 3,4- O-cyclic diketal or a 4,6-O-benzylidene protecting group. —
(TERAUCHI, M.; ABE, H.; MATSUDA, A.; SHUTO*, S.; Org. Lett. 6 (2004) 21,
3751-3754; Grad. Sch. Pharm. Sci., Hokkaido Univ., Sapporo 060, Japan; Eng.) —
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