78426-32-1Relevant articles and documents
Synthetic studies on CP-225,917 and CP-263,114: Access to advanced tetracyclic systems by intramolecular conjugate displacement and [2,3]-wittig rearrangement
Malihi, Farzad,Clive, Derrick L. J.,Chang, Che-Chien,Minaruzzaman
, p. 996 - 1013 (2013/04/10)
An advanced intermediate related to the structures of CP-225,917 and CP-263,114 was constructed by a sequence based on the use of Grob-like fragmentation, intramolecular conjugate displacement, and [2,3]-Wittig rearrangement. A variant of the [2,3]-Wittig rearrangement was developed.
[2,3]-Wittig rearrangement by a chlorine-lithium exchange
Maciá, Beatriz,Gómez, Cecilia,Yus, Miguel
, p. 6101 - 6104 (2007/10/03)
The reaction of different allylic chloromethyl ethers 1 with an excess of lithium powder (1:7 molar ratio) and a catalytic amount of DTBB (2.5 mol %) in THF at 0°C for 1 h gives, after hydrolysis with water, the expected alcohols 2 resulting from a [2,3]-Wittig rearrangement, in an exclusive manner. The same process can also be applied to the corresponding [1,2]-Wittig rearrangement, as it is exemplified for benzyl chloromethyl ether.
Isocyclic allylsilanes: An efficient one-pot synthesis of allylic hydroxymethyl methylenecycloalkane building blocks by a controlled H-ene/protodesilylation sequence using two different Lewis acids
Monti, Honore,Feraud, Michel
, p. 1721 - 1728 (2007/10/03)
An efficient one-pot synthesis of useful allylic hydroxymethyl methylenecycloalkane building blocks was achieved by a controlled H-ene/protodesilylation sequence using two different Lewis acids (Me2AlCl/SnCl4) and starting from readily available isocyclic allylsilanes.
