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Double stereodifferentiation in the lewis acid promoted crotylation of (S)-2-Alkoxypropanal with chiral β-Alkyl (E)-Crotylsilanes

✍ Scribed by Nareshkumar F. Jain; Pier F. Cirillo; Roberta Pelletier; James S. Panek

Publisher: Elsevier Science
Year: 1995
Tongue: French
Weight: 372 KB
Volume: 36
Category: Article
ISSN: 0040-4039
DOI: 10.1016/0040-4039(95)01895-o

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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

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