A thermal [1,3] sigmatropic rearrangement: thermolysis of 2,2-bis(ethylthio)-3,3-dimethyl-4-pentenal
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چکیده
منابع مشابه
Asymmetric Enzymatic Synthesis of Allylic Amines: A Sigmatropic Rearrangement Strategy.
Sigmatropic rearrangements, while rare in biology, offer opportunities for the efficient and selective synthesis of complex chemical motifs. A "P411" serine-ligated variant of cytochrome P450(BM3) has been engineered to initiate a sulfimidation/[2,3]-sigmatropic rearrangement sequence in whole E. coli cells, a non-natural function for any enzyme, providing access to enantioenriched, protected a...
متن کاملDevelopment of a new Lewis acid-catalyzed [3,3]-sigmatropic rearrangement: the allenoate-Claisen rearrangement.
A new Lewis acid-catalyzed Claisen rearrangement has been developed that allows the stereoselective construction of beta-amino-alpha,beta,epsilon,zeta-unsaturated-gamma,delta-disubstituted esters from simple allylic amines and allenoate esters. This reaction, which is contingent upon the use of Lewis acid, can be conducted with a range of metal salts (Yb(OTf)3, AlCl3, Sn(OTf)2, Cu(OTf)2, MgBr2....
متن کاملEnantioselective synthesis of allenamides via sulfimide [2,3]-sigmatropic rearrangement.
Chiral allenamides are prepared with high levels of enantiomeric purity by [2,3]-sigmatropic rearrangement of propargylic sulfimides. The required branched propargylic sulfides are prepared by an enantioselective organocatalytic aldehyde alpha-sulfenylation followed by Corey-Fuchs alkynylation.
متن کاملAsymmetric [2,3]-sigmatropic rearrangement of allylic ammonium ylides.
An asymmetric Lewis acid-mediated [2,3]-sigmatropic rearrangement of allylic amines has been developed, affording the corresponding homoallylic amines in good yield and excellent enantioselectivities. The rearrangement proceeds by complexation of the chiral Lewis acid to the amine followed by deprotonation and rearrangement.
متن کاملSYNTHESIS AND THERMAL REARRANGEMENT OF OXYGEN HETEROCYCLIC SPIRANS
Thermal rearrangement of spirans (14) and (31) yields the xanthones (16,34) and diphenylrnethane (15, 32), respectively. The structure for xanthone (16), isolated from thermolysis, has been established by reduction to xanthene (20) followed by reoxidation to give xanthone (16). Alternatively, methylation of the diphenylmethane (15) followed by heating with selenium dioxide also yields xant...
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ژورنال
عنوان ژورنال: Canadian Journal of Chemistry
سال: 1981
ISSN: 0008-4042,1480-3291
DOI: 10.1139/v81-455