108195-53-5Relevant articles and documents
BAKER'S YEAST MEDIATED SYNTHESIS OF (5SR,9S)-5,9-DIMETHYL-HEPTADECANE AND (5SR,9S)-5,9-DIMETHYL-PENTADECANE; THE MAIN SEX-PHEROMONE COMPONENTS OF Leucoptera scitella AND Perileucoptera coffeella ENRICHED IN 9S-ISOMERS
Poppe, L.,Novak, L.,Devenyi, J.,Szantay, Cs.
, p. 2643 - 2646 (1991)
A mixture of (5S,9S)-5,9-dimethyl-heptadecane (1a), the main sex-pheromone component of leucoptera scitella, and its (5R,9S)-isomer (2a) was synthesized conveniently from (R)-citronellal (4, obtained from racemic citronellal by enantiomer selective baker's yeast reduction) in four steps. (5SR,9S)-5,9-Dimethyl-pentadecane (mixture of 1b and 2b), a possible sex-attractant of Perileucoptera coffeella was prepared analogously.
Catalytic asymmetric synthesis of enantiopure isoprenoid building blocks: Application in the synthesis of apple leafminer pheromones
Van Summeren, Ruben P.,Reijmer, Sven J. W.,Feringa, Ben L.,Minnaard, Adriaan J.
, p. 1387 - 1389 (2007/10/03)
The first catalytic asymmetric procedure capable of preparing all 4 diastereoisomers (ee > 99%, de > 98%) of a versatile saturated isoprenoid building block was developed and the value of this new method was demonstrated in its application to the concise total synthesis of two pheromones. The Royal Society of Chemistry 2005.
Pheromone synthesis, CXCII. - Synthesis of all the stereoisomers of 10,14-dimethyloctadec-1-ene, 5,9-dimethyloctadecane and 5,9- dimethylheptadecane, the sex pheromone components of the apple leafminer, Lyonetia prunifoliella
Tamagawa, Hideki,Takikawa, Hirosato,Mori, Kenji
, p. 973 - 978 (2007/10/03)
All of the stereoisomers of 10,14-dimethyloctadec-1-ene (1), 5,9- dimethyloctadecane (2) and 5,9-dimethylheptadecane (3), the sex pheromone components of the apple leafminer (Lyonetia prunifoliella), were synthesized by starting from the enantiomers of ci
