In 2008,Tredwell, Matthew; Luft, Jennifer A. R.; Schuler, Marie; Tenza, Kenny; Houk, Kendall N.; Gouverneur, Veronique published 《Fluorine-directed diastereoselective iodocyclizations》.Angewandte Chemie, International Edition published the findings.Electric Literature of C4H8O3 The information in the text is summarized as follows:
β-Fluorinated lactones and tetrahydrofurans are synthesized by iodocyclization of various allylic fluorides. The fluorine substituent acts as a highly efficient syn-stereodirecting group for the ring closure. The exptl. results combined with theor. studies provide evidence in support of an inside fluoro effect to account for the sense and level of stereocontrol of these reactions. In the experiment, the researchers used Methyl 3-hydroxypropanoate(cas: 6149-41-3Electric Literature of C4H8O3)
Methyl 3-hydroxypropanoate(cas: 6149-41-3) belongs to esters with low molecular weight are commonly used as fragrances and found in essential oils and pheromones. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Electric Literature of C4H8O3
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics