108686-10-8Relevant academic research and scientific papers
Alkynes as allylmetal equivalents in redox-triggered C-C couplings to primary alcohols: (Z)-homoallylic alcohols via ruthenium-catalyzed propargyl C-H oxidative addition
Park, Boyoung Y.,Nguyen, Khoa D.,Chaulagain, Mani Raj,Komanduri, Venukrishnan,Krische, Michael J.
supporting information, p. 11902 - 11905 (2014/10/15)
The cationic ruthenium catalyst generated upon the acid-base reaction of H2Ru(CO)(PPh3)3 and 2,4,6-(2-Pr) 3PhSO3H promotes the redox-triggered C-C coupling of 2-alkynes and primary alcohols to form (Z)-homoallylic alcohols with good to complete control of olefin geometry. Deuterium labeling studies, which reveal roughly equal isotopic compositions at the allylic and distal vinylic positions, along with other data, corroborate a catalytic mechanism involving ruthenium(0)-mediated allene-aldehyde oxidative coupling to form a transient oxaruthenacycle, an event that ultimately defines (Z)-olefin stereochemistry.
STEREOSELECTIVE HOMOALLYLIC ALCOHOL SYNTHESIS via SULPHONE α-CARBANION-MEDIATED COUPLING REACTIONS
Craig, Donald,Smith, Alison M.
, p. 2631 - 2632 (2007/10/02)
A novel method is described for the synthesis of homoallylic alcohols based on one-pot coupling reactions of sulphone stabilized carbanions with epoxides and aldehydes.
One-Pot Synthesis of Substituted Homoallylic Alcohols (3-Alkenols) and 1-Deuterio-3-alkenols; II. Extension to Ketone Enolates
Barluenga, Jose,Alvarez, Flora,Concellon, Jose M.,Bernad, Pablo,Yus, Miguel
, p. 318 - 320 (2007/10/02)
The reaction of different lithium ketone enolates with α-chloro carbonyl compounds followed by in situ reduction with lithium aluminium hydride or deuteride and final lithiation with lithium powder leads to the corresponding homoallylic or 1-deuterio homoallylic alcohols in a regioselective manner.
