169827-08-1Relevant articles and documents
Distal Alkenyl C-H Functionalization via the Palladium/Norbornene Cooperative Catalysis
Dong, Guangbin,Fatuzzo, Nina,Wu, Zhao
supporting information, p. 2715 - 2720 (2020/03/10)
A distal-selective alkenyl C-H arylation method is reported through a directed palladium/norbornene (Pd/NBE) cooperative catalysis. The key is to use an appropriate combination of the directing group and the NBE cocatalyst. A range of acyclic and cyclic c
Highly stereoselective synthesis of z-homoallylic alcohols by kinetic resolution of racemic secondary allyl boronates
Incerti-Pradillos, Celia A.,Kabeshov, Mikhail A.,Malkov, Andrei V.
supporting information, p. 5338 - 5341 (2013/06/05)
α to Z: Racemic α-chiral allyl boronates, which are readily synthesized from the respective primary allyl halides, undergo a highly efficient kinetic resolution in a face- and Z-selective allylation of aldehydes catalyzed by the chiral Bronsted acid (R)-TRIP (see scheme; Epin=tetraethylethylene glycol). Copyright
Stereoselectivity and regioselectivity in the segment-coupling prins cyclization
Jaber,Mitsui,Rychnovsky
, p. 4679 - 4686 (2007/10/03)
The scope of the segment-coupling Prins cyclization has been investigated. The method is outlined in Scheme 1 and involves esterification of a homoallylic alcohol.(1), reductive acetylation to give the α-acetoxy ether (3), and cyclization on treatment wit
Development of a highly α-regioselective indium-mediated allylation reaction in water
Loh, Teck-Peng,Tan, Kui-Thong,Yang, Jian-Ying,Xiang, Chao-Li
, p. 8701 - 8703 (2007/10/03)
Linear α homoallylic alcohol adducts were obtained with high regioselectivities in moderate to good yields using allylic indium reagents in the presence of 10 M water. The exceptionally high regioselectivities observed were neither steric nor electronic i
The first In(OTf)3-catalyzed conversion of kinetically formed homoallylic alcohols into the thermodynamically preferred regioisomers: Application to the synthesis of 22α-sterols
Loh, Teck-Peng,Tan, Kui-Thong,Hu, Qi-Ying
, p. 2921 - 2922 (2007/10/03)
A retro-ene reaction that generates the parent aldehyde and a sigmatropic rearrangement are involved in the In(OTf)3-catalyzed conversion of homoallylic alcohols 1 into the thermodynamically favored regioisomers 2. This method can be used for the stereocontrolled synthesis of linear homoallylic 22α-sterols from their readily accessible branched 22β isomers.
New and stereoselective synthesis of 1,4-disubstituted buten-4-ols (homoallylic alcohol α-adducts) from the corresponding γ-isomers (3,4-disubstituted buten-4-ols) via an acid-catalyzed allyl-transfer reaction with aldehydes
Sumida, Shin-Ichi,Ohga, Masanori,Mitani, Junji,Nokami, Junzo
, p. 1310 - 1313 (2007/10/03)
The γ-adducts of homoallylic alcohols 3, derived from aldehydes via the usual reaction with common allylic metals 1, were converted to the corresponding α-adducts 6 by an acid-catalyzed allyl-transfer reaction. In the allyl-transfer reaction, anti-and syn
Regio- and diastereocontrol in carbonyl allylation by 1-halobut-2-enes with tin(II) halides
Ito, Akihiro,Kishida, Masayuki,Kurusu, Yasuhiko,Masuyama, Yoshiro
, p. 494 - 498 (2007/10/03)
Regio- and diastereoselective carbonyl allylations of 1-halobut-2-enes with tin(II) halides are described. Tin(II) bromide in a dichloromethane- water biphasic system is an effective reagent for unusual α-regioselective carbonyl allylation of 1-bromobut-2
