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ChemInform Abstract: Double Stereodifferentiation in the Lewis Acid Promoted Crotylation of (S)-2-Alkoxypropanal with Chiral β-Alkyl (E)-Crotylsilanes.

✍ Scribed by N. F. JAIN; P. F. CIRILLO; R. PELLETIER; J. S. PANEK

Book ID
112029228
Publisher
John Wiley and Sons
Year
2010
Weight
34 KB
Volume
27
Category
Article
ISSN
0931-7597

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ChemInform Abstract: Double Stereodiffer
ChemInform Abstract: Double Stereodifferentiation in the Lewis Acid Promoted C- Glycosidation of Activated Glycals with Chiral (E)-Crotylsilanes.
✍ J. S. PANEK; J. V. SCHAUS 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 31 KB 👁 2 views

Double Stereodifferentiation in the Lewis Acid Promoted C-Glycosidation of Activated Glycals with Chiral (E)-Crotylsilanes. -It is shown that the pairwise combination of the glycals (I) and (V) with the chiral silanes (II) affords high levels of selectivity resulting from the existence of strong st

Double stereodifferentiation in the Lewi
Double stereodifferentiation in the Lewis acid promoted C-glycosidation of activated glycals with chiral (E)-crotylsilanes
✍ James S. Panek; Jennifer V. Schaus 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 653 KB

Lewis acid promoted C-glycosidation reactions of activated glycals with chiral (E)-crotylsilanes were found to be highly regio-and diastereoselective. The reactions of chiral silane reagents proceed with the formation of a new C-C bond at C6 of the pyran ring with concomitant migration of C5-C6 doub