2024-03-28T21:56:17Zhttp://digital.csic.es/dspace-oai/requestoai:digital.csic.es:10261/172402009-11-26T23:00:00Zcom_10261_48com_10261_5col_10261_301
Radical β-fragmentation of bicyclo[3.3.0]-carbinolamides: Synthesis of five- and eight-membered cyclic imides
Hernández, Rosendo
Melián, Daniel
Prangé, Thierry
Suárez, Ernesto
Dirección General de Investigación Científica y Técnica, DGICT (España)
16 pages, 1 figure, 1 table, 2 schemes.
The influence of 4-alkyl or 4-aryl substituents in the regioselectivity of the β-fragmentation of carbinolamidyl radicals generated from the corresponding carbinolamides (7-13) by irradiation with visible light in the presence of (diacetoxyiodo)benzene and iodine is described. In the case of the less hindered carbinolamides 1-hydroxyazabicyclo[3.3.0]octan-3-one (7) and 4-(2'-phenylethyl)-1-hydroxyazabicyclo[3.3.0]octan-3-one (8) important amounts of 8-membered cyclic imides were obtained together with the expected 5-membered imides (succinimides).
This work was supported by the Investigation Programme nº PB93-0171 of the Dirección General de Investigación Científica y Técnica.
2009-09-29T07:51:05Z
2009-09-29T07:51:05Z
1995
artículo
http://purl.org/coar/resource_type/c_6501
Heterocycles 41(3): 439-454 (1995)
0385-5414
http://hdl.handle.net/10261/17240
http://dx.doi.org/10.13039/501100008737
en
http://linkinghub.elsevier.com/retrieve/pii/0385541495940565
none
2373 bytes
1921637 bytes
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application/pdf
Elsevier