131179-09-4Relevant articles and documents
Synthesis and structure-activity data of some new epibatidine analogues
Seerden, Jean-Paul G.,Tulp, Martin Th. M.,Scheeren, Hans W.,Kruse, Chris G.
, p. 2103 - 2110 (1998)
The high-pressure Diels-Alder reaction of N-carbomethoxypyrroles and phenyl vinyl sulfone affords versatile intermediates for the palladium-catalyzed preparation of new epibatidine analogues. Structure-activity relationships of new epibatidine analogues are presented. High affinities of K(i)=0.81 and 2.6nM for the [3H]-cytisine rat brain nicotinic acetylcholine binding sites were found for the 5-pyrimidinyl and the 5-(2-amino)-pyrimidinyl epibatidine analogues, respectively. Copyright (C) 1997 Elsevier Science Ltd.
A Total Synthesis of (+/-)-Epibatidine
Clayton, Simon C.,Regan, Andrew C.
, p. 7493 - 7496 (1993)
A total synthesis of the potent non-opiate analgesic alcaloid epibatidine is described, in which the key step is reductive palladium-catalysed Heck-type coupling.The synthesis is concise (two steps from known compounds), highly convergent, and completely sttereoselective for the desired exo-isomer. - Key Words: Epibatidine, Analgesic, Alkaloid, Palladium-catalysed Coupling
Synthesis of 7-azabicyclo[2.2.1]heptane and 2-oxa-4-azabicyclo[3.3.1]non-3- ene derivatives by base-promoted heterocyclization of alkyl N-(cis(trans)-3, trans(cis)-4-dibromocyclohex-1-yl)carbamates and N-(cis(trans)-3,trans(cis)-4- dibromocyclohex-1-yl)-2
Gomez-Sanchez, Elena,Soriano, Elena,Marco-Contelles, Jose
, p. 8656 - 8670 (2008/03/12)
(Chemical Equation Presented) We have studied the base-promoted heterocyclization of alkyl N-(cis(trans)-3,trans(cis)-4-dibromocyclohex-1-yl) carbamates and N-(cis(trans)-3,trans(cis)-4-dibromocyclohex-1-yl)-2,2,2- trifluoroacetamides, investigating the e