3048-76-8Relevant articles and documents
Copper-catalysed intramolecular O-H addition to unactivated alkenes
Adrio, Luis A.,Quek, Louisa Shuyi,Taylor, Jason G.,Kuok (Mimi) Hii, King
experimental part, p. 10334 - 10338 (2010/02/28)
Intramolecular cyclisation of ω-alkenoic acids and alkenols can be achieved using a catalytic amount of Cu(OTf)2 to afford lactones and cyclic ethers, offering a practical alternative to existing catalysts.
Phosphinite ligand effects in palladium(II)-catalysed cycloisomerisation of 1,6-dienes: Bicyclo[3.2.0]heptanyl diphosphinite (B[3.2.0]DPO) ligands exhibit flexible bite angles, an effect derived from conformational changes (exo- or endo-envelope) in the b
Fairlamb, Ian J. S.,Grant, Stephanie,Tommasi, Simona,Lynam, Jason M.,Bandini, Marco,Hao, Dong,Zhenyang, Lin,Whitwood, Adrian C.
, p. 2515 - 2530 (2007/10/03)
Changes in bidentate ligand structure significantly affect catalytic activity in mono-cationic Pd(II)-catalysed 1,6-diene cycloisomerisation processes to give cyclopentene products. A bicyclo-[3.2.0]heptanyl diphosphinite ligand (B[3.2.0]DPO, 3) is the fi
Synthesis of 4-Penten-4-olides (γ-Methylene-γ-butyrolactones) via 4-Pentenoic Acids
Guenther, Hans Juergen,Guntrum, Eberhard,Jaeger, Volker
, p. 15 - 30 (2007/10/02)
4-Penten-4-olides (γ-Methylene-γ-butyrolactones) 7 are easily accessible starting from allylic alcohols 1, which on ortho ester Claisen rearrangement and hydrolytic work-up furnish 4-pentenoic acids 5.The latter on iodolactonization and hydrogen iodide elimination by means of 1,8-diazabicycloundec-7-ene (DBU) furnish 7, in good over-all yield and with variable substitution patterns. - Iodolactonization under kinetic control shows moderate 1,2- or 1,3-asymmetric induction (3:1 and ca. 2:1, respectively).The composition of the iodolactone mixtures 6 as well as the individual relative configurations are deduced from 1H and 13C NMR data. - Similary, the spirobipentenolide 13 is obtained starting from diethyl diallylmalonate (9) via 11 resulting from ester iodocyclization.