226546-07-2Relevant articles and documents
Singlet oxygen-mediated synthesis of bis -spiroketals found in azaspiracids
Triantafyllakis, Myron,Tofi, Maria,Montagnon, Tamsyn,Kouridaki, Antonia,Vassilikogiannakis, Georgios
, p. 3150 - 3153 (2014/06/23)
Conversion of a simple furan into the ABCD-ring skeleton of the azaspiracids via a singlet oxygen-initiated one-pot process has been accomplished.
Reduction of arenediazonium salts by tetrakis(dimethylamino)ethylene (TDAE): Efficient formation of products derived from aryl radicals
Mahesh, Mohan,Murphy, John A.,Lestrat, Franck,Wessel, Hans Peter
supporting information; experimental part, (2010/04/22)
Tetrakis(dimethylamino)ethylene (TDAE 1), has been exploited for the first time as a mild reagent for the reduction of arenediazonium salts to aryl radical intermediates through a single electron transfer (SET) pathway. Cyclization of the aryl radicals produced in this way led, in appropriate substrates, to syntheses of indolines and indoles. Cascade radical cyclizations of aryl radicals derived from arenediazonium salts are also reported. The relative ease of removal of the oxidized by-products of TDAE from the reaction mixture makes the methodology synthetically attractive.
A simple and stereodivergent strategy for the synthesis of 3′-C-branched 2′,3′-dideoxynucleosides exploiting (Z)-but-2-en-1,4-diol and (R)-2,3-cyclohexylideneglyceraldehyde
Chattopadhyay, Angshuman,Goswami, Dibakar,Dhotare, Bhaskar
, p. 4701 - 4705 (2007/10/03)
Barbier type additions of allylic bromide 4, derived from (Z)-but-2-en-1,4-diol 2 to (R)-2,3-cyclohexylideneglyceraldehyde 1 were performed through mediation with Zn employing Luche's procedure and also with low valent Cu, Co, and Fe which were produced v
Direct electroreductive preparation of indolines and indoles from diazonium salts
LeStrat, Franck,Murphy, John A.,Hughes, Mark
, p. 2735 - 2738 (2007/10/03)
Indolines and indoles are prepared for the first time by direct electrochemical reduction of arenediazonium salts.
An asymmetric route to novel chiral cyclohexenones with spiro-connected cyclopentenes. Further utility of chiral bicyclic thiolactams and the [3,3] thio-Claisen products
Lemieux,Devine,Mechelke,Meyers
, p. 3585 - 3591 (2007/10/03)
Sequential allylation of chiral, nonracemic thiolactam 8 affords clean thio-Claisen [3,3] products 11. The stereoselectivity of the rearrangement was found to be on the order of 10-11:1, with the exo-endo products responsible for the mixture. Addition of hydride or methyllithium-cerium chloride gave clean addition to the thiolactam in the form of its iminium salts 12. Hydrolysis gave 4,4-dialkylcyclohexenones 15, which were cyclized to the cyclopentene derivatives 16 using Grubbs' catalyst.