Journal article
Synthesis of a novel thiabicyclo[3.2.0]heptan-6-one analogue of penicillin
- Abstract:
- Synthesis of (1SR, 4SR, 5SR, 7RS)-7-(tert-butoxycarbonylamino)-2-thiabicyclo[3.2.0]heptan-6-one-4- carboxylic acid ethyl ester, a novel cyclobutanone analogue of a β-lactam antibiotic is described. This was achieved by [2+2] cycloaddition of a 2,3-dihydrothiophene with dichloroketene, followed by conversion to a cyclobutanol and use of an intramolecular nitrene insertion strategy to install nitrogen functionality at C-7 with endo stereochemistry. © 2001 Elsevier Science Ltd.
- Publication status:
- Published
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- Publisher copy:
- 10.1016/S0040-4020(01)00430-6
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Authors
Bibliographic Details
- Journal:
- TETRAHEDRON
- Volume:
- 57
- Issue:
- 23
- Pages:
- 4999-5007
- Publication date:
- 2001-06-04
- DOI:
- ISSN:
-
0040-4020
- Source identifiers:
-
37862
Item Description
- Language:
- English
- Keywords:
- Pubs id:
-
pubs:37862
- UUID:
-
uuid:4662de90-cff7-48f2-b827-038ed1613425
- Local pid:
- pubs:37862
- Deposit date:
- 2013-11-16
Terms of use
- Copyright date:
- 2001
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