Synthesis of racemic, 2-(alkylthio)-6-(1-hydroxyethyl) penems; attempted penem synthesis via copper (I) - promoted cyclisations
Publication
, Journal Article
McCombie, SW; Ganguly, AK; Girijavallabhan, VM; Jeffrey, PD; Lin, S; Pinto, P; McPhail, AT
Published in: Tetrahedron Letters
January 1, 1981
Stereocontrolled syntheses of the diastereoisomeric 6-(1-hydroxyethyl)-2-ethylthio and 2-(2-aminoethylthio)-penem-3-carboxylates from a common monocyclic azetidinone precursor are described. Cu (I)-promoted cyclisation of suitable N/C-3 secopenems is shown to yield "isopenems" (7-oxo-2-thia-1-azabicyc1o[3.2.0]-hept-3-enes) as the sole bicyclic product. © 1981.
Duke Scholars
Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
January 1, 1981
Volume
22
Issue
36
Start / End Page
3489 / 3492
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry
Citation
APA
Chicago
ICMJE
MLA
NLM
McCombie, S. W., Ganguly, A. K., Girijavallabhan, V. M., Jeffrey, P. D., Lin, S., Pinto, P., & McPhail, A. T. (1981). Synthesis of racemic, 2-(alkylthio)-6-(1-hydroxyethyl) penems; attempted penem synthesis via copper (I) - promoted cyclisations. Tetrahedron Letters, 22(36), 3489–3492. https://doi.org/10.1016/S0040-4039(01)81939-0
McCombie, S. W., A. K. Ganguly, V. M. Girijavallabhan, P. D. Jeffrey, S. Lin, P. Pinto, and A. T. McPhail. “Synthesis of racemic, 2-(alkylthio)-6-(1-hydroxyethyl) penems; attempted penem synthesis via copper (I) - promoted cyclisations.” Tetrahedron Letters 22, no. 36 (January 1, 1981): 3489–92. https://doi.org/10.1016/S0040-4039(01)81939-0.
McCombie SW, Ganguly AK, Girijavallabhan VM, Jeffrey PD, Lin S, Pinto P, et al. Synthesis of racemic, 2-(alkylthio)-6-(1-hydroxyethyl) penems; attempted penem synthesis via copper (I) - promoted cyclisations. Tetrahedron Letters. 1981 Jan 1;22(36):3489–92.
McCombie, S. W., et al. “Synthesis of racemic, 2-(alkylthio)-6-(1-hydroxyethyl) penems; attempted penem synthesis via copper (I) - promoted cyclisations.” Tetrahedron Letters, vol. 22, no. 36, Jan. 1981, pp. 3489–92. Scopus, doi:10.1016/S0040-4039(01)81939-0.
McCombie SW, Ganguly AK, Girijavallabhan VM, Jeffrey PD, Lin S, Pinto P, McPhail AT. Synthesis of racemic, 2-(alkylthio)-6-(1-hydroxyethyl) penems; attempted penem synthesis via copper (I) - promoted cyclisations. Tetrahedron Letters. 1981 Jan 1;22(36):3489–3492.
Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
January 1, 1981
Volume
22
Issue
36
Start / End Page
3489 / 3492
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry