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Stereocontrolled total synthesis of the penicillanate ester (2S,5R)-benzyl 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo [3.2.0] heptane-2-carboxylate

✍ Scribed by Anthony G.M Barrett; Minn-Chang Cheng; Santi Sakdarat; Christopher D Spilling; Sven J Taylor

Publisher: Elsevier Science
Year: 1989
Tongue: French
Weight: 140 KB
Volume: 30
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)80395-6

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✦ Synopsis

3R)-4-Acetoxy-3-trimethylsilyl-2-azetidinone, was converted into optically pure benzyl penicillanate in seven steps (22%) using (benzyloxy)nitromethane as a reagent for ring annulation.

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