1268630-69-8Relevant academic research and scientific papers
Bi(OTf)3 as a dual role catalyst. Synthesis of substituted morpholine derivatives via catalytic O-allylation
Hayashi, Ryuji,Park, Jin-A.,Cook, Gregory R.
, p. 1477 - 1489 (2016/11/06)
The diastereoselective synthesis of cis-1,4-disubstituted morpholines has been accomplished in good to excellent yields via Bi(OTf)3 catalyzed ring-closing O-allylation under mild conditions without the need for added base. The bismuth Lewis acid catalyst appeared to play two roles; the mild deprotection of a silyl ether and the Lewis acid activation of an allylic halide for mild nucelophilic cyclization. Substituted morpholines were obtained with diastereoselectivity ranging from 2:1 to >99:1.
Gold-catalyzed direct activation of allylic alcohols in the stereoselective synthesis of functionalized 2-vinyl-morpholines
Bandini, Marco,Monari, Magda,Romaniello, Alessandro,Tragni, Michele
, p. 14272 - 14277 (2011/03/19)
Alcohol versus alcohol: A highly stereocontrolled synthesis of substituted morpholines is realized by means of gold-catalyzed dehydrative allylic cyclization of diols (see scheme for one example; segphos = 5,5′-bis[di(3, 5-di-tert-butyl-4-methyoxyphenyl)phosphine]-4,4′-bi-1,3-benzodioxole). The present methodology represents one of the few examples of enantioselective gold-catalyzed transformations involving unactivated alkenes. Copyright
