Tetrahedron Letters p. 2023 - 2026 (1996)
Update date:2022-09-26
Topics:
Frerot, Eric
Marquis, Christian
Vogel, Pierre
Michael addition of (-)-(1S,5R,6R,7S)-6,7-bis(methoxymethoxy)-2,8-dioxabicyclo[3.2.1]octan -3-one lithium enolate to (+)-(1R,4S,5S,6S)-5-benzeneselenyl-6-chloro-3-methylidene-7-oxabicyclo [2.2.1]heptan-2-one gives a single adduct with high stereoselectivity. It was converted into a derivative of β-D-(1 ← 3)-C-linked 1,5-dideoxy-1,5-imino-lyxopyranoside of α-D-mannofuranurono-6,1-lactone and other long-chain, branched sugars.
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Doi:10.1002/1521-3765(20020104)8:1<240::AID-CHEM240>3.0.CO;2-G
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