33802-05-0Relevant articles and documents
Highly enantioselective aldol reactions using a tropos dibenz[c,e]azepine organocatalyst
Lygo, Barry,Davison, Christopher,Evans, Timothy,Gilks, James A.R.,Leonard, John,Roy, Claude-Eric
supporting information; scheme or table, p. 10164 - 10170 (2012/01/03)
The four-step synthesis of a chiral primary tertiary diamine salt, possessing a tropos dibenz[c,e]azepine ring is described. It is shown that 3.5-5 mol % of this salt is capable of promoting highly enantioselective crossed-aldol reactions between cyclohexanone and a series of aromatic aldehydes. In all cases, the aldol reactions proceed with high diastereoselectivity for the anti-aldol product. The outcome of crossed-aldol reactions involving other cyclic ketones and acyclic ketones are also described. All examples involving cyclic ketones result in selectivity for the anti-aldol products, whereas acyclic ketones were found to favour the syn-aldol products. A discussion on the role of the chiral primary tertiary diamine salt in the catalysis of the aldol reactions is also presented.
Asymmetric direct aldol reaction assisted by water and a proline-derived tetrazole catalyst.
Torii, Hiromi,Nakadai, Masakazu,Ishihara, Kazuaki,Saito, Susumu,Yamamoto, Hisashi
, p. 1983 - 1986 (2007/10/03)
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