1070-32-2Relevant articles and documents
Stereoselective conjugate addition of TMSI-activated butylcopper to 1-(R)-endo-(1-naphthyl)bornyl crotonate
Bergdahl, Mikael,Nilsson, Martin,Olsson, Thomas
, p. C19 - C22 (1990)
Conjugate addition of butylcopper/iodotrimethylsilane to naphthylbornyl crotonate (1) at -60 deg C gives 1-bornyl heptanoate (2) in 93percent yield and 98percent diastereomeric excess.The addition of TMSI-activated butylcopper is faster at -60 deg C than that of lithium dibutylcuprate (LiBu2Cu).
Dispiroketals in synthesis (Part 16): Functionalised dispiroketals as new chiral auxiliaries; the synthesis of dihydroxylated dispiroketals in optically pure form and their application as bifunctional , C2-symmetrical, chiral auxiliaries for highly stereoselective Michael additions
Bezuidenhoudt, Barend C. B.,Castle, Grant H.,Innes, Jean E.,Ley, Steven V.
, p. 184 - 194 (1995)
A range of rigid, architecturally complex diols derived from dispiroketals have been synthesised.A bifunctional, C2-symmetrical, chiral auxiliary derived from these dihydroxylated dispiroketals has been used to induce a high degree of asymmetry in Michael additions of cuprates to a variety of di-α,β-unsaturated ester systems.
Field and Electroantennogram Responses of the Pine Sawfly, Diprion nipponica, to Chiral Synthetic Pheromone Candidates
Tai, Akira,Higashiura, Yasutomo,Kakizaki, Masashi,Naito, Tikahiko,Tanaka, Kazuki,Fujita, Morifumi,Sugimura, Takashi,Hara, Hideho,Hayashi, Naotaka
, p. 607 - 608 (1998)
(1S, 2R, 6RS)-1,2,6-Trimethyldecyl propionate, a lower homolog of the sex pheromone of known sawflies, strongly attracted Diprion nipponica, a popular species in Japan.
Catalytic Reductive β-Metalloethylation in the Synthesis of 6-Methylnonan-3-One and 3-Methylheptanoic Acid, Racemic Analogs of Hesperophylax occidentalis and Coleoptera scarabaeidae Pheromones
Sultanov,Khafizov,Shutov,Ozden,Khafizov, F. Sh.
, (2018)
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Cyclopropanol Methodology in the Synthesis of (4R)- and (4S)-4-Methyltetrahydro-2H-pyran-2-ones. Application in the Synthesis of Insect Pheromones with Methyl-Branched Carbon Skeleton
Mineeva
, p. 341 - 351 (2015)
A number of chiral methyl-branched building blocks have been synthesized starting from (4S)-4-methyltetrahydro-2H-pyran-2-one, and the possibility for using them for the preparation of mealworm beetle, rhinoceros beetle, and earth-boring dung beetle phero
Neutral iridium catalysts with chiral phosphine-carboxy ligands for asymmetric hydrogenation of unsaturated carboxylic acids
Yang, Shuang,Che, Wen,Wu, Hui-Ling,Zhu, Shou-Fei,Zhou, Qi-Lin
, p. 1977 - 1980 (2017/03/09)
We developed neutral iridium catalysts with chiral spiro phosphine-carboxy ligands (SpiroCAP) for asymmetric hydrogenation of unsaturated carboxylic acids. Different from the cationic Crabtree-type catalysts, the iridium catalysts with chiral spiro phosphine-carboxy ligands are neutral and do not require the use of a tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BArF?) counterion, which is necessary for stabilizing cationic Crabtree-type catalysts. Another advantage of the neutral iridium catalysts is that they have high stability and have a long lifetime in air. The new iridium catalysts with chiral spiro phosphine-carboxy ligands exhibit unprecedented high enantioselectivity (up to 99.4% ee) in the asymmetric hydrogenations of various unsaturated carboxylic acids, particularly for 3-alkyl-3-methylenepropionic acids, which are challenging substrates for other chiral catalysts.