193071-31-7Relevant articles and documents
Synthesis of enantiomerically pure cyclopentene building blocks
Tietze, Lutz F.,Stadler, Christian,B?hnke, Niels,Brasche, Gordon,Grube, Alexander
, p. 485 - 487 (2007/12/27)
An efficient synthesis of the enantiomerically pure cis-annulated cyclopentenes 2 and ent-2 was established by the use of an enzymatic transesterification and hydrolysis, respectively, followed by an S N2-type substitution with a benzyloxymethyl cuprate and a sigmatropic rearrangement. The advantage of this approach is the short sequence combined with an excellent overall yield and an enantiomeric excess of 99%. Georg Thieme Verlag Stuttgart.
An Enantioselective Epoxide Rearrangement - Claisen Rearrangement Approach to Prostaglandins and (+)-Iridomyrmecin
Hodgson, David M.,Gibbs, Andrew R.
, p. 657 - 658 (2007/10/03)
The asymmetric syntheses of prostaglandin precursor 8 and (+)iridomyrmecin (12) via highly enantioselective rearrangement of the epoxide 1 and subsequent Ireland-Claisen rearrangement are described.