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A Stereoselective Synthesis Of A Key 1-Beta-Methylcarbapenem Intermediate Via A Diastereoselective Decarboxylation

Wb Choi, Hro Churchill,Je Lynch,As Thompson,Gr Humphrey,Rp Volante, Pj Reider, I Shinkai

TETRAHEDRON LETTERS(1994)

引用 27|浏览3
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摘要
(3S,4S)-3-[(R)-1-(t-Butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone 7a was prepared from (3R,4R)-4-acetoxy-3-[(R)-1-t-butyldimethylsilyloxy)ethyl]-2-azetidinone 3 via a sequence involving coupling with 2,2,5-trimethyl-1,3-dioxan-4,6-dione 4, N-silylation, solvolysis of the methylmeldrum's acid moiety and a stereoselective acid catalyzed decarboxylation.
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Stereocontrolled Synthesis
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