The mechanism of prototype cation radical cycloaddition reaction: The cyclodimerization of N-vinylcarbazole

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 2, 2000, Pages 191-192

  Bauld, Nathan L ^a   Gao, Daxin ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; DEUTERIUM; DIMERIZATION; METHANOL; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POSITIVE IONS; PROTONS; STEREOCHEMISTRY; SUBSTRATES;

CYCLOBUTANATION REACTION; CYCLODIMERIZATION; DISTONIC CATION RADICAL; RADICAL CYCLOADDITION REACTION; VINYLCARBAZOLE;

ORGANIC COMPOUNDS;

EID: 0034143057     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a907940h     Document Type: Article

References (8)

1. (a) F. A. Bell, A. Ledwith and D. C. Sherrington, J. Chem. Soc., 1969, 2719
2. (b) R. A. Crellin, M. C. Lambert and A. Ledwith, J. Chem. Soc., Chem. Commun., 1970, 682
3. A. Ledwith, Acc. Chem. Res., 1972, 5, 133.
4. N. L. Bauld and R. Pabon, J. Am. Chem. Soc., 1983, 105, 633.
5. F. D. Lewis and M. Kojima, J. Am. Chem. Soc., 1988, 110, 8664.
6. N. L. Bauld and J. Yang, J. Org. Lett., 1999, 1, 773.
7. J. Pielichowski and R. Chrzaszcz, Bull. Soc. Chim. Belg., 1994, 104, 177.
8. A precedent for this stereospecific reduction is found in the stereo-specific reduction of ethynyl phenyl sulfide. M. Hojo, R. Masuda and S. Takagi, Synthesis, 1978, 4, 284.