Journal ArticleDOI
Direct substitution of secondary allylic alcohols with O-silylated ketene acetals in 3.0 M lithium perchlorate-diethyl ether - An alternative to the [1,3] sigmatropic rearrangement of allyl vinyl ethers
Reads0
Chats0
TLDR
Allylic alcohols of type 1 undergo unprecedented substitution with O-silylated ketene acetals in 3.0 M lithium perchlorate-diethyl ether as discussed by the authors.About:
This article is published in Tetrahedron Letters.The article was published on 1992-08-11. It has received 22 citations till now. The article focuses on the topics: Ketene & Allylic rearrangement.read more
Citations
More filters
Journal ArticleDOI
LiAl(OC(Ph)(CF3)2)4: A Hydrocarbon-Soluble Catalyst for Carbon−Carbon Bond-Forming Reactions
Thomas J. Barbarich,Scott T. Handy,Susie M. Miller,Oren P. Anderson,Paul A. Grieco,Steven H. Strauss +5 more
TL;DR: LiAl(OC(Ph)(CF3)2)4 (1) is an active Lewis acid catalyst in toluene solution for the 1,4-conjugate addition of silyl ketene acetals to α,β-unsa...
Journal ArticleDOI
Molybdenum(II)- and Tungsten(II)-Catalyzed Allylic Substitution.
TL;DR: Mechanistic and stereochemical experiments are indicative of Lewis-acid catalysis rather than a metal template-controlled process and Methanol, as a prototype oxygen nucleophile, reacts in a similar fashion.
Journal ArticleDOI
Carbocyclic Ring Construction via Intramolecular Ionic Diels−Alder Reactions of in Situ-Generated, Heteroatom-Stabilized Allyl Cations in Highly Polar Media
Journal ArticleDOI
LiClO4‐katalysierte nucleophile Addition an α‐chirale Aldehyde, Aldimine und Oxirane
Junes Ipaktschi,Akbar Heydari +1 more
TL;DR: In this paper, the diastereoselectivity of lithium perchlorate-induced addition of trimethylsilyl cyanide and O-silylated ketene acetals to α-chiral aldehydes is studied.
References
More filters
Journal ArticleDOI
Dramatic rate accelerations of Diels-Alder reactions in 5 M lithium perchlorate-diethyl ether: the cantharidin problem reexamined
Journal ArticleDOI
[1,3]-Sigmatropic rearrangement of allyl vinyl ethers at ambient temperature in 3.0 M lithium, perchlorate-diethyl ether
Journal ArticleDOI
Lithium perchlorate catalyzed conjugate addition of o-silylated ketene acetals to hindered α,β-unsaturated carbonyl compounds at atmospheric pressure
TL;DR: O-Silylated ketene acetals undergo 1,4 conjugate addition to hindered α,β-unsaturated carbonyl systems at atmospheric pressure in the presence of lithium perchlorate as mentioned in this paper.
Journal ArticleDOI
Chelation controlled addition of allylstannanes to aldehydes in lithium perchlorate-diethyl ether
TL;DR: In this article, a chelation controlled addition of allylstannanes with high diastereoselectivity in the presence of 5.0 M lithium perchlorate in diethyl ether at ambient temperature and pressure is described.