95687-85-7Relevant articles and documents
Catalyst-Controlled Diastereoselective Synthesis of Cyclic Amines via C-H Functionalization
Munnuri, Sailu,Adebesin, Adeniyi Michael,Paudyal, Mahesh P.,Yousufuddin, Muhammed,Dalipe, Alfonso,Falck, John R.
supporting information, p. 18288 - 18294 (2017/12/27)
Reliable regio- and stereochemical techniques applicable to nonactivated aliphatic systems remain largely elusive due to the challenges of discriminating between multiple, relatively strong sp3 C-H bonds whose chemical behavior often differ onl
Synthesis of bridged azabicyclic compounds using raducal translocation reactions of 1-(o-bromobenzoyl)-2-(prop-2-enyl)pyrrolidines
Sato, Tatsunori,Kugo, Yasuhiro,Nakaumi, Erina,Ishibashi, Hiroyuki,ikeda, Masazumi
, p. 1801 - 1810 (2007/10/02)
A new synthesis of the 7-azabicycloheptane and 8-azabicyclooctane systems is described in which α-acylamino radicals generated from 1-(o-bromobenzoyl-2-(prop-2-enyl)pyrrolidines by a Bu3SnH-mediated radical translocation reaction are cyclised.Treatment of methyl 1-(o-bromobenzoyl)-2-(prop-2-enyl)pyrrolidine-2-carboxylate 3a with Bu3SnH in the presence of a catalytic amount of azoisobutyronitrile in boiling toluene gave the 7-azabicycloheptane 4a (a 5-exo cyclisation product) and the 8-azabicyclooctane 5a (a 6-endo product) (30percent), together with the reduction product 6a (12percent).The geriochemistry (5-exo/6-endo) of this cyclisation could be controlled by the introduction of a substituent on the prop-2-enyl group.The substituent(s) at the 2- and/or 4-position(s) of the pyrrolidine ring were found to play an important role in this cyclisation.
A new synthetic route to tropane alkaloids based on [4 + 2] nitroso cycloaddition to 1,3-cycloheptadienes
Iida,Watanabe,Kibayashi
, p. 1818 - 1825 (2007/10/02)
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