92509-53-0Relevant articles and documents
A modular olefination reaction between aldehydes and diborylsilylmethide lithium salts
Fernández, Elena,Salvado, Oriol
supporting information, p. 6300 - 6303 (2021/07/02)
We describe the preparation of densely functionalised 1,1-silylborylated trisubstituted alkenes, via a boron-Wittig reaction, between LiC(Bpin)2(SiMe3) and aliphatic or aromatic aldehydes. The condensation of diborylsilylmethide lithium salts with α,β-unsaturated aldehydes provides a direct pathway to synthesize 1,1-silylborylated conjugated dienes and diynes.
Oxovanadium(V)-induced oxidation of alkenylzirconocenes for facile inter- and intramolecular coupling
Ishikawa, Takuji,Ogawa, Akiya,Hirao, Toshikazu
, p. 76 - 79 (2007/10/03)
The oxidation reaction of (E)-1-alkenylchlorozirconocenes with an oxovanadium(V) compound at room temperature led to intermolecular homocoupling, giving the corresponding (E,E)-dienes stereoselectively. (E)-1-Alkenyl-1-alkynylzirconocenes underwent the oxovanadium(V)-induced intramolecular cross-coupling of organic substituents on zirconium, leading to the stereoselective formation of the (E)-enynes.
PALLADIUM-CATALYZED DIASTEREOSELECTIVE SYNTHESES OF (E)-1-TRIMETHYLSILYL-2-ALKENES, (E)-1-TRIMETHYLSILYL-1-ALKEN-3-YNES, (1E,5E)-1-TRIMETHYLSILYL-1,5-ALKADIEN-3-YNES, (1E,3Z)- AND (1E,3E)-1-TRIMETHYLSILYL-1,3-ALKADIENES
Andreini, Bianca Patrizia,Carpita, Adriano,Rossi, Renzo,Scamuzzi, Barbara
, p. 5621 - 5640 (2007/10/02)
On the basis of our observation that (E)-1-bromo-1-alkenes undergo preferentially stereospecific Pd-catalyzed cross-couplings with a variety of organometallics, in the presence of the corresponding (Z)-stereoisomers, efficient and convenient diastereoselective procedures have been developed to prepare nearly stereoisomerically pure (E)-1-trimethylsilyl-2-alkenes (4), (E)-1-trimethylsilyl-1-alken-3-ynes (5), (1E,5E)-1-trimethylsilyl-1,5-alkadien-3-ynes (6), and (1E,3E)-1-trimethylsilyl-1,3-alkadienes (8) from stereoisomeric mixtures of alkenyl bromides.Compounds 5 have been stereoselectively converted into (1E,3Z)-1-trimethylsilyl-1,3-dienes (7) by selective hydrometallations, followed by hydrolysis.Some synthetic applications of compounds 5-8 have been also examined.
HIGHLY DIASTEREOSELECTIVE SYNTHESIS OF (E)-1-TRIMETHYLSILYL-1-EN-3-YNES, (1E,3Z)- and (1E,3E)-1-TRIMETHYLSILYL-1,3-DIENES
Andreini, Bianca Patrizia,Carpita, Adriano,Rossi, Renzo
, p. 2239 - 2242 (2007/10/02)
In the stereospecific palladium-catalysed cross-coupling reaction of 1-alkynylzinc chlorides or (E)-1-alkenyl diisobutylalanes, (E)-2-bromovinyltrimethylsilane reacts preferentially, in the presence of the corresponding (Z)-stereoisomer to afford good yields of (E)-1-trimethylsilyl-1-en-3-ynes (4) or (1E,3E)-1-trimethylsilyl-1,3-dienes (6),respectively, having very high stereoisomeric purities.Compounds 4 are easily converted into (1E,3Z)-1-trimethylsilyl-1,3-dienes (5) by selective hydrometallation reactions, followed by protonolysis.
Formation and Reactivity of 1-Phosphoryl-1-(phosphoryloxy)allyl Anions and Related Compounds
Ahlbrecht, Hubertus,Farnung, Winfried,Simon, Herbert
, p. 2622 - 2643 (2007/10/02)
The formation of 1-heterosubstituted 1-phosphorylallyl anions of type 1A from the corresponding vinyl or allyl phosphonates is described.The reactivity in reactions with alkyl halides and carbonyl compounds is investigated.For preperative purposes neither
