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a) C. Ollivier, P. Renaud, Chem. Eur. J. 1999, 5, 1468-1473. For related radical reactions involving organoboranes, see b) C. Ollivier, R. Chuard, P. Renaud, Synlett 1999, 807-809;
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a) C. Ollivier, P. Renaud, Chem. Eur. J. 1999, 5, 1468-1473. For related radical reactions involving organoboranes, see b) C. Ollivier, R. Chuard, P. Renaud, Synlett 1999, 807-809;
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Synlett
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Ollivier, C.1
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19
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0344002562
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This work was presented at the 1999 meeting of the New Swiss, Chemical Society (Basel, October 12, 1999); abstract: C. Ollivier, P. Renaud, Chimia 1999, 53, 368.
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Chimia
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Renaud, P.1
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20
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0343130393
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note
-
Recently, we have shown that the reaction of B-alkylcatecholboranes with stable aminoxyl radicals such as 2,2,6,6-tetramethylpiperidine-N-oxide (TEMPO) produces cleanly alkyl radicals, see ref. [5b].
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-
-
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21
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0039114767
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-
It is well established that alkylboranes react efficiently with hetero-atom-centered radicals such as alkoxyl radicals. For review articles, see H. C. Brown, M. M. Midland, Angew. Chem. 1972, 84, 702-710; Angew. Chem. Int. Ed. Engl. 1972, 11, 692; A. Ghosez, B. Giese, H. Zipse in Methoden der Organischen Chemie (Houben-Weyl) 4th ed. 1952-, Vol. E19a, 1989, pp. 753-765. Reaction with carbon radicals has not been observed except for a recently reported intramolecular reaction: R. A. Batey, D. V. Smil, Angew. Chem. 1999, 111, 1912-1915; Angew. Chem. Int. Ed. 1999, 38, 1798-1800.
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(1972)
Angew. Chem.
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, pp. 702-710
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-
Brown, H.C.1
Midland, M.M.2
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22
-
-
84981922371
-
-
It is well established that alkylboranes react efficiently with hetero-atom-centered radicals such as alkoxyl radicals. For review articles, see H. C. Brown, M. M. Midland, Angew. Chem. 1972, 84, 702-710; Angew. Chem. Int. Ed. Engl. 1972, 11, 692; A. Ghosez, B. Giese, H. Zipse in Methoden der Organischen Chemie (Houben-Weyl) 4th ed. 1952-, Vol. E19a, 1989, pp. 753-765. Reaction with carbon radicals has not been observed except for a recently reported intramolecular reaction: R. A. Batey, D. V. Smil, Angew. Chem. 1999, 111, 1912-1915; Angew. Chem. Int. Ed. 1999, 38, 1798-1800.
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(1972)
Angew. Chem. Int. Ed. Engl.
, vol.11
, pp. 692
-
-
-
23
-
-
0011697477
-
-
It is well established that alkylboranes react efficiently with hetero-atom-centered radicals such as alkoxyl radicals. For review articles, see H. C. Brown, M. M. Midland, Angew. Chem. 1972, 84, 702-710; Angew. Chem. Int. Ed. Engl. 1972, 11, 692; A. Ghosez, B. Giese, H. Zipse in Methoden der Organischen Chemie (Houben-Weyl) 4th ed. 1952-, Vol. E19a, 1989, pp. 753-765. Reaction with carbon radicals has not been observed except for a recently reported intramolecular reaction: R. A. Batey, D. V. Smil, Angew. Chem. 1999, 111, 1912-1915; Angew. Chem. Int. Ed. 1999, 38, 1798-1800.
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(1989)
Methoden der Organischen Chemie (Houben-Weyl) 4th Ed. 1952
, vol.E19A
, pp. 753-765
-
-
Ghosez, A.1
Giese, B.2
Zipse, H.3
-
24
-
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0039706874
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-
It is well established that alkylboranes react efficiently with hetero-atom-centered radicals such as alkoxyl radicals. For review articles, see H. C. Brown, M. M. Midland, Angew. Chem. 1972, 84, 702-710; Angew. Chem. Int. Ed. Engl. 1972, 11, 692; A. Ghosez, B. Giese, H. Zipse in Methoden der Organischen Chemie (Houben-Weyl) 4th ed. 1952-, Vol. E19a, 1989, pp. 753-765. Reaction with carbon radicals has not been observed except for a recently reported intramolecular reaction: R. A. Batey, D. V. Smil, Angew. Chem. 1999, 111, 1912-1915; Angew. Chem. Int. Ed. 1999, 38, 1798-1800.
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Angew. Chem.
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-
Batey, R.A.1
Smil, D.V.2
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25
-
-
0033553811
-
-
It is well established that alkylboranes react efficiently with hetero-atom-centered radicals such as alkoxyl radicals. For review articles, see H. C. Brown, M. M. Midland, Angew. Chem. 1972, 84, 702-710; Angew. Chem. Int. Ed. Engl. 1972, 11, 692; A. Ghosez, B. Giese, H. Zipse in Methoden der Organischen Chemie (Houben-Weyl) 4th ed. 1952-, Vol. E19a, 1989, pp. 753-765. Reaction with carbon radicals has not been observed except for a recently reported intramolecular reaction: R. A. Batey, D. V. Smil, Angew. Chem. 1999, 111, 1912-1915; Angew. Chem. Int. Ed. 1999, 38, 1798-1800.
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Angew. Chem. Int. Ed.
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26
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0026026945
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33
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0344002555
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note
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2 afforded better results with tertiary radicals. With secondary and primary alkyl radicals, similar yields are obtained without evaporating the solvent. This evaporation step was not employed when running conjugate additions.
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