77931-76-1Relevant academic research and scientific papers
Novel Catalytic Kinetic Resolution of Racemic Epoxides to Allylic Alcohols
Gayet, Arnaud,Bertilsson, Sophie,Andersson, Pher G.
, p. 3777 - 3779 (2007/10/03)
(Matrix Presented) The kinetic resolution of racemic epoxides via catalytic enantioselective rearrangement to allylic alcohols was investigated. Using the Li-salt of (1S,3R,4R)-3-(pyrrolidinyl)methyl-2-azabicyclo [2.2.1] heptane 1 as catalyst allowed both
Regioselective formation of cyclic and allylic hydroperoxides
Stratakis,Orfanopoulos
, p. 425 - 430 (2007/10/02)
A regioselective photosensitized oxygenation is reported for the preparation of cyclic and allylic hydroperoxides.
Preparation of chiral allylic alcohols using Rhizopus nigricans. Use of the Harada-Nakanishi exciton chirality method for verifying configurational assignments of allylic alcohols
Ito, Satoru,Kasai, Masaji,Ziffer, Herman,Silverton, J.V.
, p. 574 - 582 (2007/10/02)
A series of (R) acyclic and cyclic allylic alcohols was prepared by enantioselective hydrolysis of acetates using Rhizopus nigricans.The configurations of the alcohols formed were established by chemical methods and, in the case of 1,2-benzocyclohepta-1,3
ON THE SYNTHESIS AND CONFORMATIONAL ASPECTS OF 2-METHYL AND 2-t.BUTYL SUBSTITUTED 1,3-CYCLOPENTANE AND CYCLOHEXANE DIOLS
D'Haenens, L.,Sande, C. C. Van de,Tavernier, D.,Vandewalle, M.
, p. 273 - 282 (2007/10/02)
The diastereomers of 2-methyl-1,3-cyclopentanediol, 2-t.butyl-1,3-cyclopentanediol, 2-methyl-1,3-cyclohexanediol and 2-t.butyl-1,3-cyclohexanediol have been prepared.Configurational assignment and some conformational aspects are described.
SYNTHESIS OF 1,3-DIOL DERIVATIVES FROM STERICALLY OVERCROWDED OXIRANES. RING-OPENING REACTIONS OF 1-t-BUTYL-1,2-EPOXYCYCLOHEXANE.
Corona, Tiberio,Crotti, Paolo,Ferretti, Maria,Macchia, Franco
, p. 1607 - 1616 (2007/10/02)
The acid-catalysed ring-opening reactions of 1-t-butyl-1,2-epoxycyclohexane (1) (methanolysis, hydrolysis, and trichloroacetolysis in non-protic solvents) lead to very complex mixtures.In these reactions, in addition to the non-addition products in which the t-butyl skeleton is still present, considerable amounts of other products are formed.These compounds include 1,3-secondary addition products and other rearranged non-addition products which arise by rearrangement of the original skeleton of (1), by methyl group migration; the aldehyde (20) which is lackig both the t-butyl group and the cyclohexane skeleton is also obtained.However the opening reactions of (1) in acid media are highly regioselective, most of the reaction products arising from C-O breaking on the tertiary carbon.The structures and the configurations of all the reaction products have been well established by a study of their i.r. and n.m.r. data; however, in some cases the structures and configurations were confirmed either through unequivocal syntheses and/or chemical correlations.The stereoselectivity of the trichloroacetolysis reactions of (1) is not completely anti, even if the amounts of 1,2 adducts formed are somewhat small, and the syn/anti ratio increases with the polarity of the solvent.The results obtained were rationalized through a mechanism analogous to that previously proposed for 2-aryl- and 2-ethynyl-oxiranes in which different kinds of carbenium ion species are involved.
KINETIC CONTROL IN THE BENZYLIDENATION OF SOME 1-ALKYLCYCLOHEXANE-CIS-1,2-DIOLS
Baggett, Neil,Mosihuzzaman, Mohammed,Webber, John M.
, p. 347 - 356 (2007/10/02)
Acid-catalysed benzylidenation reactions of a series of alkyl substituted derivatives of cyclohexane-cis-1,2-diol have been studied.Preferential formation of the exo-phenyl benzylidene acetal was observed in the initial kinetic phase of the reaction of th
SYN REGIOSELECTIVITY OF THE HYDROPEROXIDATION OF CYCLO-ALKENES WITH SINGLET OXYGEN
Jefford, Charles W.,Rimbault, Christian G.
, p. 91 - 94 (2007/10/02)
The regioselectivity of hydroperoxidation of 1-alkylcycloalkenes is rationalized in terms of the formation of a zwitterionic peroxide.
