Van Cauwenberge Gunther, Gao Ling-Jie, Van Haver Dirk, Milanesio Marco, Viterbo Davide, De Clercq Pierre J
Department of Organic Chemistry, Ghent University, Krijgslaan 281, B-9000 Gent, Belgium.
Org Lett. 2002 May 2;4(9):1579-82. doi: 10.1021/ol025801g.
[reaction: see text]. The IMDA reaction of 9 leads with good stereoselectivity to exo-adduct 10b. The functionalized ABC-ring core in 10 is well suited for the convergent synthesis of analogues of himbacine, a naturally occurring M2 selective muscarine receptor antagonist, as illustrated with the further synthesis of the dehydro-derivative 5.
[反应:见正文]。9的IMDA反应对外型加合物10b具有良好的立体选择性。10中的官能化ABC环核心非常适合于天然存在的M2选择性毒蕈碱受体拮抗剂himbacine类似物的汇聚合成,如脱氢衍生物5的进一步合成所示。