20615-52-5Relevant academic research and scientific papers
Selective deoxygenation of allylic alcohol: Stereocontrolled synthesis of lavandulol
Kim, Hee Jin,Su, Liang,Jung, Heejung,Koo, Sangho
supporting information; experimental part, p. 2682 - 2685 (2011/06/26)
Selective deoxygenation of allylic alcohol can be successfully carried out by the formation of alkoxyalkyl ether (EE or MOM), followed by Pd(dppe)Cl 2-catalyzed reduction with LiBHEt3. (+)-S-Lavandulol has been efficiently synthesized by the application of this protocol to the diol derived from the Pb(OAc)4-promoted oxidative ring-opening of (-)-R-carvone. This deoxygenation method is general and selective for allylic alcohols.
Palladium(II)-catalyzed asymmetric coupling of allylic alcohols and vinyl ethers: Insight into the palladium and copper bimetallic catalyst
Kawamura, Yasufumi,Kawano, Yasuhiro,Matsuda, Tomohiro,Ishitobi, Yuta,Hosokawa, Takahiro
scheme or table, p. 3048 - 3053 (2009/08/08)
The use of PdX2, CuX2 (X = OAc, OCOCF3, or Cl), and catechol together with (S,S)-4,4'-bisbenzyl- 2,2'-bioxazoline under O2 induces the asymmetric coupling of cinnamyl alcohols and vinyl ethers to give (R)-(+)-2-alkoxy-4-benzylidenetetrahydrofurans in 40-53% ee (79% yield). The present study provides implications for the so-called Wacker catalyst of PdX2 and CuX2, in terms of that the anionic ligands (X) of Pd and Cu interchange between two metals.
COBALT (II) CHLORIDE CATALYSED ADDITION OF ALCOHOLS ON VINYL ETHERS: A CONVENIENT SYNTHESIS OF MIXED ACETALS
Igbal, Javed,Srivastava, Rajeev Ranjan,Gupta, Kiran Bala,Khan, M. Amin
, p. 901 - 906 (2007/10/02)
Hydroxyl compounds readily add to Vinyl ethers in presence of a catalytic amount of Cobalt (II) Chloride, to give high yields of mixed acetals.
Triisobutylaluminum-Assisted Reductive Rearrangement of Alkyl 1-Alkenyl Acetals: An Easy Synthesis of β-Alkoxy Alcohols
Menicagli, R.,Malanga, C.,Dell'Innocenti, M.,Lardicci, L.
, p. 5700 - 5704 (2007/10/02)
Alkyl 1-alkenyl acetals react with Al-i-Bu3 to give very good yields of β-alkoxy alcohols through a reductive rearrangement.The reaction is totally regioselective, but no stereocontrol occurs.
