3197-74-8Relevant academic research and scientific papers
Substituted cis-hydrindan-4-ones by sequential cycloadditions
Steffen, Sara,Sch?fer, Andreas,Hiersemann, Martin
, p. 3489 - 3504 (2015)
The synthesis of substituted cis-hydrindan-4-ones is reported. Particular emphasis was placed on the diastereoselective construction of quaternary stereogenic ring carbon atoms. An intermolecular asymmetric Al(III)-promoted (4+2)-cycloaddition served as the principal C/C-connecting tool. Opportunities for the further structural elaboration of the (4+2)-cycloadducts were explored.
Regio- and stereoselectivity control in palladium-catalyzed allylic alkylation of 1-cycloalkenylmethyl acetates
Jacquet, Olivier,Legros, Jean-Yves,Coliboeuf, Matthieu,Fiaud, Jean-Claude
, p. 6530 - 6536 (2008/09/21)
Enantiomerically pure allylic acetates 1a and 1b were obtained by lipase-catalyzed acylation through kinetic resolution processes of the racemates. Palladium-catalyzed alkylation of 1a with dimethyl malonate was both regio- and stereoselective, showing th
Synthesis of the oxygenated pactamycin core
Knapp, Spencer,Younong, Yu
, p. 1359 - 1362 (2008/04/18)
Figure presented Pactamycin, one of the most complex and densely functionalized aminocyclitol antibiotics known, presents synthetic challenges that include reactivity and sterics, relative and absolute stereochemistry, and functional group compatibility a
Facile approach to versatile chiral intermediates for fused cyclopentanoid natural products
Zulfiqar, Fazila,Malik, Abdul
, p. 1227 - 1234 (2007/10/03)
A facile approach to cis- and trans-2-(1-hydroxymethyl)vinyl-1-vinylcyclohexan-1-ols and to the corresponding cyclopentane, cycloheptane, and cyclooctane derivatives has been developed, starting from cycloalkanones involving the key steps of Rupe and Claisen orthoester rearrangements. The formation of intervening products could be explained by allylic strain and π-stacking, respectively.
Phenol catalyzed Claisen ortho ester rearrangment of allylic alcohols with trimethyl-β-(methoxy) ortho propionate
Iqbal, Fazila,Ateeq, Humayun S.,Malik, Abdul,Zeeshan,Ali, Zulfiqar
, p. 1244 - 1245 (2007/10/03)
Phenol catalyzed Claisen ortho ester rearrangment of allylic alcohols with trimethyl-β-(methoxy) ortho propionate can be affected in relatively quick time and lower temperature with only 1.5 equivalents of ortho ester. The rearrangement does not experience undesirable side reactions reported earlier in literature [3].
Efficient routes to cyclic 2,3-epoxyalcohols from cycloalkenyl ketones, via cycloalkenyl alcohols
Marson,Walker,Pickering,Harper,Wrigglesworth,Edge
, p. 10317 - 10338 (2007/10/02)
The minimising of torsional strain and non-bonding interactions is proposed as the explanation of high diastereoselectivity observed in the epoxidation of cycloalkenyl alcohols, reported for twenty three examples. The resulting 2,3-epoxyalcohols are key i
