156451-84-2Relevant academic research and scientific papers
Hot water-promoted cyclopropylcarbinyl rearrangement facilitates construction of homoallylic alcohols
Li, Pei-Fang,Yi, Cheng-Bo,Qu, Jin
, p. 5012 - 5021 (2015/05/05)
In refluxing 9 : 1 (v/v) H2O-1,4-dioxane and without an additional catalyst, the rearrangements of various types of cyclopropyl carbinols were attempted. It was found that the reactions generally gave homoallylic alcohols in good to very high chemical yields. Rearrangements of bicyclic or tricyclic cyclopropyl carbinols readily gave the desired ring-expanded cyclic homoallylic alcohols which are difficult to synthesize by other means.
An oxidative rearrangement of 6-phenylbicyclo[3.2.0]heptan-6-ol to 1,1′-biphenyl-carbaldehydes: A mechanistic study
Ceylan, Mustafa,Findik, Esra,Secen, Hasan
experimental part, p. 559 - 568 (2009/02/07)
Acid-catalyzed rearrangement of 6-phenylbicyclo[3.2.0]heptan-6-ol gave 1,1′-biphenyl and 1,1′-biphenyl-carbaldehydes in small amounts as well as the expected rearrangement products. A detailed study of the reaction mechanism revealed that the conversion occurs via an oxidative process through the consecutive formation of cycloheptadienes, cycloheptatrienes, and 1,1′-biphenyls. The acid-catalyzed rearrangement of 6-phenylbicyclo[3.2.0] hept-2-en-6-ols gave 1- and 2-phenylcycloheptatrienes directly, from which 1,1′-biphenyl and 1,1′-biphenyl-carbaldehydes were obtained by oxidation.
Electrophilic Additions to the Bicyclobutane System of 1-Phenyl- and 1-(4-Anisyl)tricyclo2,7>heptane: Acid-Catalyzed Reactions with Water and Methanol, Addition of Acetic Acid, and Oxymercuration
Christl, Manfred,Gerstner, Erwin,Kemmer, Ralf,Llewellyn, Gareth,Bentley, T. William
, p. 367 - 380 (2007/10/02)
1-(4-Anisyl)tricyclo2,7>heptane (37) was prepared from 1-(4-anisyl)cyclohexene, tetrabromomethane, and methyllithium in a one-pot reaction.Starting from 37 and the analogous phenyl compound 19, the oxymercuration/demercuration sequence
