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“4,7-lactams”, intermediates for penems synthesis. II. Total synthesis of (+)-2,2-dimethyl-9-oxo-3-oxa-6-thia-1-azabicyclo [5.2.01,7]nonane

✍ Scribed by Ferruccio Casabuona; Antonio Longo; Angelo Crugnola; Paolo Lombardi

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
190 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

The total synthesis of chiral ~~4,7-lactam1~ 4 has been accomplished starting from &acetoxyazetidinone. An independent route from methyl penicillanate has been used to test the efficiency of the foregoing synthesis.

We recently reported (1) the skeletal conversion of penicillanic acid to (+)-2,2,5,5-tetramethyl-9-oxo-3-oxa-6-thia-l-a~abicyclo~5.2.0

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