216174-33-3Relevant academic research and scientific papers
An Oxy-Cope Approach to Hydroazulenoids. Synthetic and Mechanistic Aspects of Thermal Cyclization Reactions
Sworin, Michael,Lin, Ko-Chung
, p. 1815 - 1825 (1989)
The synthesis and thermal properties of C5-substituted oxy-Cope substrates are reported.In the trans-divinylcyclohexanol series, halomethyl substituents provided > 80percent isolated yield of the thermodynamically less stable cis-hydroazulenone 33 from ei
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].
Cyclopentanoid Synthesis via the Intramolecular Trapping of Oxy-Cope Intermediates. Stereocontrolled Synthesis of the cis- and trans-Hydroazulene Skeleton
Sworin, Michael,Lin, Ko-Chung
, p. 5640 - 5642 (2007/10/02)
The -sigmatropic rearrangement of C5-substituted oxy-Cope derivatives was examined.With halomethyl groups the reaction sequence is efficiently directed to cyclopentanoid ring formation.
