39778-79-5Relevant academic research and scientific papers
Radical Cyclization of N-(Cyclohex-2-enyl)-α,α-dichloroacetamides. Stereoselective Syntheses of (+/-)-Mesembranol and (+/-)-Elwesine
Ishibashi, Hiroyuki,So, Taru Su,Okochi, Kyoko,Sato, Tatsunori,Nakamura, Nobuyuki,et al.
, p. 95 - 102 (2007/10/02)
Stereoselective syntheses of the Sceletium alkaloid (+/-)-mesembranol (2) and the Amaryllidaceae alkaloid (+/-)-elwesine (3) have been achieved.A key step in the syntheses involves the Bu3SnH-mediated radical cyclization of the dichloroacetamides 34 and 4
Synthesis of (+/-)-Mesembranol by Radical Cyclisation of α,α-Dichloroacetamides
Ishibashi, Hiroyuki,So Su, Tam,Sato, Tatsunori,Kuroda, Katsuko,Ikeda, Masazumi
, p. 762 - 764 (2007/10/02)
(+/-)-Mesembranol was synthesised in a highly stereoselective manner using Bu3SnH mediated radical cyclisation of α,α-dichloroacetamide as the key step.
Stereoselective Preparation of Bicyclic Lactams by Copper- or Ruthenium-catalysed Cyclization of N-Allyltrichloroacetamides: A Novel Entry to Pyrrolidine Alkaloid Skeletons
Nagashima, Hideo,Ara, Ken-ichi,Wakamatsu, Hidetoshi,Itoh, Kenji
, p. 518 - 519 (2007/10/02)
Cyclization of certain N-allyltrichloroacetamides provides a stereoselective preparative method for several bicyclic lactams.
Aza-Ring Expansion of cis-Bicyclooctanones and Related Compounds. A Regiospecific Synthesis of cis-Octahydroindolones
Jeffs, Peter W.,Molina, Gerado,Cortese, Nicholas A.,Hauck, Peter R.,Wolfram, Joachim
, p. 3876 - 3881 (2007/10/02)
The aza-ring expansion of a series of 1-substituted cis-bicyclooctan-7-ones and related compounds has been examined.Beckmann rearrangement of oximes of the ketones 2, 6, and 7 under acid conditions affords as the major products the corresponding octahydroisoindolones 4, 8, and 9, respectively.In contrast to the Beckmann transformation, the N-methylnitrones derived from 2, 6, and 7 on treatment with p-toluenesulfonyl chloride undergo a regio- and stereospecific rearrangement to the respective cis-octahydroindolones 13, 14, and 20.The factors responsible for controling the different regiochemistry exhibited by the Beckmann and nitrone rearrangements in cis-bicyclooctanones and analogous systems are discussed.
