74473-03-3Relevant academic research and scientific papers
Hexamethylphosphoramide-Mediated Conjugate Addition of (Alkylthio)-, (Phenylthio)-, and (Phenylseleno)allyllithium Reagents to 2-Cyclopentenone
Binns, Malcolm R.,Haynes, Richard K.
, p. 3790 - 3795 (2007/10/02)
(Methylthio)- and (tert-butylthio)allyllithium react irreversibly with 2-cyclopentenone by α- and γ-1,2-addition in THF at -78 deg C. (Phenylthio)- and (phenylseleno)allyllithium also react in this way but in addition display a small tendency to undergo α
HMPA-MEDIATED CONJUGATE ADDITION OF ALKYL- AND PHENYLTHIOALLYL ANIONS TO CYCLOPENTENONE
Binns, Malcolm R.,Haynes, Richard K.,Houston, Timothy L.,Jackson, W. Roy
, p. 573 - 576 (2007/10/02)
One equivalent of HMPA induces 1,4-addition of the title anions predominantly through the α-position to cyclopentenone in THF at -78 deg C.In THF alone irreversible addition takes place to give mixtures comprising largely α- and γ-1,2 products.
