82976-53-2Relevant academic research and scientific papers
The Stereocontrolled Synthesis of a 2,3,3-Trisubstituted Cyclohexanone Involving Hydroxylactonisation of a Tertiary Amide
Cairns, Peter M.,Howes, Colin,Jenkins, Paul R.
, p. 627 - 632 (2007/10/02)
A new method for the stereocontrolled synthesis of 2,3,3-trisubstituted cyclohexanones is reported which involves the first example of hydroxylactonisation of a γ,δ-unsaturated tertiary amide followed by reductive cleavage of the lactone to produce the su
SOLVOLYSIS OF 3-ALKENYL-2-CYCLOHEXENYL ESTERS
Jursic, Branko,Ladika, Mladen,Bosner, Branka,Kobetic, Renata,Sunko, Dionis E.
, p. 2311 - 2318 (2007/10/02)
In an attempt to study possible ?-participation in allyl-dervatives, 3-alkenyl-5,5-dimethyl-2-cyclohexenyl p-nitrobenzoates 4 and 2-alkenyl-3-methyl-2-cyclohexenyl p-nitrobenzoates 5 were solvolyzed in 97 wt percent trifluoroethanol and 80 vol percent ethanol.Water soluble 1-methyl-3-(3-alkenyl-5,5-dimethyl-2-cyclohexenyl)pyridinium iodides 6 were solvolyzed in water and in aqueous solvents, as well as under micellar conditions.All esters show in each of the solvents normal values of secondary α-deuterium isotope effects (kH/kD = 1.17-1.23).Also in comparison to saturated analogues the investigated esters show a lower solvolytic reactivity.On the basis of these results it was concluded that the solvolysis proceeds via a stepwise mechanism involving a resonance-stabilized cyclohexenyl cation as the reaction intermediate.
A Stereocontrolled Synthesis and X-Ray Crystal Structure of a 2,3,3-Trisubstituted Cyclohexanone
Cairns, Peter M.,Howes, Colin,Jenkins, Paul R.,Russell, David R.,Sherry, Lesly
, p. 1487 - 1488 (2007/10/02)
A γ,δ-unsaturated amide, prepared by an amide acetal Claisen rearrangement, has been subjected to hydroxy-lactonisation, and reductive cleavage of the corresponding keto-lactone with aluminium amalgam has led to a trisubstituted cyclohexanone derivative w
BORON ANNULATION: SYNTHESIS OF TRANS-DECALIN NATURAL PRODUCT SYNTHONS
Reichel, Curtis J.,Bryson, Thomas A.
, p. 277 - 280 (2007/10/02)
Boron annulation of olefines 3, 4 and 14 has afforded decalin synthons 1 and 2 and perhydrophenanthrone 15, respectively.The A, B ring juncture of 15 and the ring systems of 1 and 2 were found to be trans.
