21034-29-7Relevant articles and documents
An access to highly enantioenrichedcis-3,5-disubstituted γ-lactones from α-bromoacetate and silyl enol ether
Kim, Seo Yun,Lee, Ha Rim,Park, Min Ji,Park, Yong Sun
, p. 7655 - 7663 (2021/09/22)
A novel synthetic strategy for highly enantioenrichedcis-3,5-disubstituted γ-lactones has been developed by the AgOTf-promoted nucleophilic substitution of α-bromoacetates with silyl enol ethers and subsequent reductive lactonization. The utility of this synthetic method was further demonstrated through the concise stereodivergent synthesis ofcis- andtrans-2,4-disubstituted tetrahydrofurans.
One-Pot Quinine-Catalyzed Synthesis of α-Chiral γ-Keto Esters: Enantioenriched Precursors of cis-α,γ-Substituted-γ-Butyrolactones
Meninno, Sara,Volpe, Chiara,Lattanzi, Alessandra
, p. 2845 - 2848 (2016/09/13)
A highly enantioselective one-pot synthesis of important building blocks, α-chiral γ-keto esters, has been developed by combining a quinine-catalyzed Michael addition of malononitrile to trans-enones followed by magnesium monoperoxyphthalate (MMPP) oxidat
LACTONIZATION OF PHENYLCYCLOPROPANECARBOXYLIC ACIDS
Sychkova, L. D.,Kharitonova, O. V.,Shabarov, Yu. S.
, p. 1298 - 1301 (2007/10/02)
The capacity of phenylcyclopropanecarboxylic acids for lactonization under the influence of mineral acids was studied.It was found that concentrated sulfuric acid at 20 deg C can give rise to lactonization only in the case where the intermediately formed carbocation is stabilized by a phenyl group.Preliminary isomerization to the corresponding unsaturated acid does not occur here.