162490-88-2Relevant articles and documents
Synthesis and absolute configuration of sordidin, the male-produced aggregation pheromone of the banana weevil, Cosmopolites sordidus
Mori, Kenji,Nakayama, Toru,Takikawa, Hirosato
, p. 3741 - 3744 (1996)
The racemate as well as both the enantiomers of sordidin (1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1]octane, 1) were synthesized, and the natural pheromone was shown to be (1S,3R,5R,7S)-(+)-1.
Template-directed C-H activation: Development and application to the total synthesis of 7-episordidin
Wardrop, Duncan J.,Forslund, Raymond E.,Landrie, Chad L.,Velter, Adriana I.,Wink, Donald,Surve, Bushan
, p. 929 - 940 (2003)
The development of a template-directed C-H activation strategy and its application to the diastereoselective synthesis of (±)-7-episordidin, an aggregation pheromone from the male banana weevil, Cosmopolites sordidus Germar, is reported. The key step of t
Synthesis of (±)-7-episordidin
Wardrop, Duncan J,Forslund, Raymond E
, p. 737 - 739 (2002)
The stereoselective synthesis of (±)-7-episordidin, an aggregation pheromone from the male banana weevil, Cosmopolites sordidus Germar, is reported. The key step of this work is a regioselective rhodium(II)-catalyzed diazocarbonyl C-H insertion reaction that simultaneously generates three of the natural product's four stereocenters. The work reported herein also represents a formal synthesis of sordidin.
Stereoselective synthesis of (+)-sordidin, the male-produced aggregation pheromone of the banana weevil Cosmopolites sordidus
Yadav,Reddy, K. Bhaskar,Prasad,Rehman, H. Ur
, p. 2063 - 2070 (2008/09/17)
Stereoselective synthesis of (1S,3R,5R,7S)-(+)-sordidin, the natural male-produced aggregation pheromone of the banana weevil Cosmopolites sordidus (Germar) starting from 5-benzyloxy-(2E)-pentene-1-ol is described. The key transformations employed in the synthesis are Sharpless asymmetric epoxidation, Ueno-Stork cyclization, and Jacobsen kinetic resolution.
Identification and synthesis of new bicyclic acetals from caddisflies (Trichoptera)
Bergmann, Jan,L?fstedt, Christer,Ivanov, Vladimir D.,Francke, Wittko
, p. 3669 - 3672 (2007/10/03)
As shown by synthesis and enantioselective gas chromatography, males and females of the caddisfly species Potamophylax latipennis and Potamophylax cingulatus produce (1R,3S,5S,7S)-1-ethyl-3,5,7-trimethyl-2,8-dioxabicyclo[3.2.1] octane, while Glyphotaelius