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Norpseudoephedrine-derived 2-methoxy-3-sulfonyl-1,3-oxazolidines: Chiral, highly diastereoselective formyl cation equivalents

✍ Scribed by Kilian Conde-Frieboes; Dieter Hoppe

Book ID: 104204977
Publisher: Elsevier Science
Year: 1992
Tongue: French
Weight: 591 KB
Volume: 48
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)89849-5

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✦ Synopsis

2S,4R~R)-2-Met~-~l-3-(4-merhylbe~enesu~onyl)-5-phenyl-l 3-oxazolidine (2~) ad& trimethylsilyl I-cycloalkenyl ethers under L.ewis acid catalysis with complete induced and high simple &astereoselectivi@ to yield homochiral oxazolidine-m&ed 2-formylalknnones.

Key words: 2-

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Norpseudoephedrine-derived 2-methoxy-3-sulfonyl-1,3-oxazolidines: Chiral, highly diastereoselective formyl cation equivalents

✦ Synopsis

2S,4R~R)-2-Met~~~-~~~l-3-(4-merhylbe~enesu~onyl)-5-phenyl-l 3-oxazolidine (2~) ad& trimethylsilyl I-cycloalkenyl ethers under L.ewis acid catalysis with complete induced and high simple &astereoselectivi@ to yield homochiral oxazolidine-m&ed 2-formylalknnones.

2S,4R~R)-2-Met~-~l-3-(4-merhylbe~enesu~onyl)-5-phenyl-l 3-oxazolidine (2~) ad& trimethylsilyl I-cycloalkenyl ethers under L.ewis acid catalysis with complete induced and high simple &astereoselectivi@ to yield homochiral oxazolidine-m&ed 2-formylalknnones.