210709-28-7Relevant academic research and scientific papers
A facile oxidation/deprotection of electron rich silyl ethers using DDQ
Paterson, Ian,Cowden, Cameron J.,Rahn, Volker S.,Woodrow, Michael D.
, p. 915 - 917 (1998)
The selective oxidation/deprotection of allylic and benzylic silyl ethers to give aldehydes can be achieved by hydride abstraction with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) under neutral conditions. This reaction is possible in the presence of a variety of silyl protecting groups, as in 2 → 3, and even PMB ethers and PMP acetals, as in 14 → 15, which are normally labile under DDQ oxidation conditions.
Studies in marine macrolide synthesis: Construction of a 24-membered macrocyclic intermediate for aplyronine A
Paterson, Ian,Woodrow, Michael D.,Cowden, Cameron J.
, p. 6041 - 6044 (2007/10/03)
The C1-C27 macrolide 2, which contains 11 stereocentres and 4 double bonds, was constructed by an efficient 3-component coupling followed by a macrolactonisation/isomerisation sequence. Key steps were the alkylation of the dianion of
