13393-64-1Relevant articles and documents
An asymmetric synthesis of enantiopure chair and twist trans-cyclooctene isomers
Braddock, D. Christopher,Cansell, Gemma,Hermitage, Stephen A.,White, Andrew J.P.
, p. 3123 - 3129 (2004)
A pair of enantiopure chair and twist trans-cyclooctenes isomers were prepared by regioselective Sharpless asymmetric dihydroxylation of the central olefin of (E)-1,5,9-dectriene triene, with subsequent ring-closing metathesis to form an enantiomerically pure cis-cyclooctene. Epoxidation and ring-opening with lithium diphenylphosphide gives after oxidation two diastereomeric hydroxyphosphine oxides. Separate syn-elimination of these diastereomers gives enantiomerically pure chair and twist trans-cyclooctenes. A discussion of the molecular motion required to achieve the chair and twist isomers is discussed with reference to the X-ray crystal structure obtained for the hydroxyphosphine oxide leading to the chair trans-cyclooctene.
A new synthesis of (Z,E)-undec-5-enoic acids, the sex pheromone of the varied carpet beetle Anthrenus verbasci
Bykov,Goletiani,Butenko,Finkelshtein
, p. 2650 - 2652 (2004)
A new synthesis of (Z,E)-undec-5-enoic acids with the natural isomer composition Z/E = 85 : 15, the sex pheromone of the varied carpet beetle Anthrenus verbasci was developed based on co-metathesis of cycloocta-1,5-diene and ethylene.
An outside-in approach to adjacent bistetrahydrofuran annonaceous acetogenins with C2 core symmetry. Total synthesis of asimicin and a C32 analogue
Marshall, James A.,Sabatini, Jesse J.
, p. 3557 - 3560 (2007/10/03)
A synthesis of the Annonaceous acetogenin asimicin and a side-chain analogue has been achieved by a highly convergent route in which Grubbs cross-metathesis plays a key role.
