Three-electron oxidations. 13. Intramolecular cooxidation of 2, 7-dihydroxyheptanoic acid. Structure of the transition state in the chromium (VI) oxidation of alcohols
KG Srinivasan, J Rocek
Index: Srinivasan,K.G.; Rocek,J. Journal of the American Chemical Society, 1978 , vol. 100, p. 2789 - 2795
Full Text: HTML
Citation Number: 2
Abstract
Abstract: The investigation of the chromic acid oxidation of a series of dihydroxy acids HO (CH2), CHOHC02H revealed that 2, 7-dihydroxyheptanoic acid (n= 5) reacts entirely differently than other members of the ser, ies. It undergoes a very rapid cooxidation on both functional groups to yield carbon dioxide and the free radical OCH (CH2) &HOH as primary products. The radical is subsequently oxidized to the dialdehyde 1, 6-hexanedial. The ...
Related Articles:
[Nakano, Tatsuya; Umano, Shigetoshi; Kino, Yoshio; Ishii, Yasutaka; Ogawa, Masaya Journal of Organic Chemistry, 1988 , vol. 53, # 16 p. 3752 - 3757]
Selective intramolecular [6+ 4] cycloadditions of aminodienylfulvenes
[Wu, Tse-Chong; Mareda, Jiri; Gupta, Y. N.; Houk, K. N. Journal of the American Chemical Society, 1983 , vol. 105, # 23 p. 6996 - 6997]
[Gruenanger, Christian U.; Breit, Bernhard Angewandte Chemie - International Edition, 2010 , vol. 49, # 5 p. 967 - 970]
[Olszewski, Tomasz Krzysztof; Grison, Claude Heteroatom Chemistry, 2010 , vol. 21, # 3 p. 139 - 147]
[Hon, Yung-Son; Yanb, Sann-Long Tetrahedron Letters, 1993 , vol. 34, # 41 p. 6591 - 6594]