72299-91-3Relevant academic research and scientific papers
Addition of Chloroprene Grignards to Aromatic Aldehydes: Synthesis of Homoallenyl Alcohols
Geissler, Arne G. A.,Breit, Bernhard
supporting information, p. 2621 - 2625 (2021/04/12)
A general procedure for the one-pot synthesis of racemic homoallenyl alcohols from the corresponding aldehyde and chloroprene-derived Grignards is described. Employing bis[2-dimethylaminoethyl]ether (BDMAEE) as an additive at low temperatures shifts the selectivity of the chloroprene Grignard addition to aldehydes such that it is almost exclusive toward allene formation. In a set of follow-up experiments, simple and more elaborate methods for further derivatization have been demonstrated, allowing quick access to more complex structures.
An improved synthesis of cyclopropanes from homoallenic alcohols
Pyo, Sungsoo,Skowron III, Joseph F.,Cha, Jin K.
, p. 4703 - 4706 (2007/10/02)
Treatment of the readily available β-allene tosylates with LDA or nBuLi provides an expeditious, although stereorandom, synthesis of functionalized cyclopropanes which can be easily prepared in high enantiomeric purity.
