76280-88-1Relevant articles and documents
Regioselective α-alkylation of silyl enolates using a mild catalyst- ZnCl2 doped on acidic alumina
Kad,Singh, Vasundhara,Khurana, Anupam,Chaudhary, Sangeeta,Singh, Jasvinder
, p. 3439 - 3442 (2007/10/03)
ZnCl2 doped acidic alumina used as a solid support acts as a better Lewis acid in the S(N)1 reaction of trimethyl silyl enol ethers with 30, allylic and benzylic halides to yield exclusively the substituted product in excellent yields. This method has been employed for the synthesis of monocyclic sesquitepene hydrocarbon, (+)-β-bisabolene and a monoterpene, 2,6-dimethyl-7-octen-4-one.
ORGANOMANGANESE (II) REAGENTS XIV: A SHORT AND EFFICIENT SYNTHESIS OF DIASTEREOISOMERIC (+/-)-α-BISABOLOLS AND (+/-)-CHLORPHENOXAMINE
Cahiez, Gerard,Rivas-Enterrios, Jose,Clery, Patrick
, p. 3659 - 3662 (2007/10/02)
Diastereomeric (+/-)-α-bisabolols (7), a sesquiterpenoid alcohol, and (+/-)-chlorphenoxamine (12), an antihistamine, have been prepared in excellent yields.Both these short and convenient syntheses involve as a key step the one-pot elaboration of a dissymetrical tertiary alcohol via an organomanganese reagent (5 to 7 and 9 to 10 respectively).
HIGHLY REGIOSELECTIVE DIELS-ALDER REACTIONS OF 2-TRIMETHYLSILYLMETHYL-1,3-BUTADIENE CATALYZED BY A LEWIS ACID AND APPLICATIONS TO SYNTHESES OF TERPENES
Hosomi, Akira,Iguchi, Hirokazu,Sasaki, Jun-ichi,Sakurai, Hideki
, p. 551 - 554 (2007/10/02)
2-Trimethylsilylmethyl-1,3-butadiene undergoes highly regioselective Diels-Alder reactions with dienophiles such as acrolein and methyl vinyl ketone catalyzed by aluminium chloride in which the "para" isomers are obtained almost exclusively.The adducts are converted readily to a variety of naturally occurring mono and sesquiterpenes.