192932-93-7Relevant academic research and scientific papers
Pd-catalyzed nucleophilic alkylation of aliphatic aldehydes with allyl alcohols: Allyl, 2-tetrahydrofuryl, and 2-tetrahydropyranyl ethers as useful C3, C4, and C5 sources
Kimura, Masanari,Shimizu, Masamichi,Shibata, Kazufumi,Tazoe, Minoru,Tamaru, Yoshinao
, p. 3392 - 3395 (2003)
A combination of Pd° and Et2Zn generates an allyl anion species from allyl alcohols which can be used for the allylation of aliphatic aldehydes to provide homoallyl alcohols in good yields (see scheme). The reaction proceeds at room temperature in poor coordination solvents, such as a mixture of toluene and n-hexane.
Pd-catalyzed nucleophilic allylic alkylation of aliphatic aldehydes by the use of allyl alcohols
Kimura, Masanari,Shimizu, Masamichi,Tanaka, Shuji,Tamaru, Yoshinao
, p. 3709 - 3718 (2007/10/03)
Under catalysis of Pd(OAc)2-(P-n-Bu)3, Et 2Zn promotes a variety of allyl alcohols to undergo nucleophilic allylation of aliphatic aldehydes and ketones at room temperature and provides homoallyl alcohols in 60-90 and ca. 60% isolated yield, respectively. The reaction is irreversible and kinetically controlled, and unique regio- and stereoselectivities observed for the allylation with unsymmetrically substituted allyl alcohols are discussed.
Synthesis of homoallylic (but-3-enylic) alcohols from aldehydes with allylic chlorides, tin(II) chloride and potassium iodide in water
Houllemare, Didier,Outurquin, Francis,Paulmier, Claude
, p. 1629 - 1632 (2007/10/03)
Homoallylic (but-3-enylic) alcohols have been prepared in good yields by reductive allylation of aldehydes in water with various allylic chlorides in the presence of tin(II) chloride and potassium iodide. The Barbier type reaction with prop-2-ynyl chloride is also achieved under the same conditions.
A highly efficient addition of allylic bromides to carbonyl compounds promoted by Cp2TiCI2(cat.)/Zn system
Ding, Yu,Zhao, Gang
, p. 8117 - 8118 (2007/10/02)
Aldehydes or ketones reacted with allylic bromides in the presence of Cp2TiCl2(cat.)/Zn system at room temperature to give homo-allylic alcohols in high yields.
A New Method of the Zinc Promoted Transformation of Carbonyl Compounds to Homoallylic Alcohols
Shono, Tatsuya,Ishifune, Manabu,Kashimura, Shigenori
, p. 449 - 452 (2007/10/02)
A Zn-promoted transformation of a variety of carbonyl compounds to homoallylic alcohols has been accomplished in excellent yields by using DMF as the solvent.
