111-28-4Relevant articles and documents
Shakelford,Schwartzman
, p. 1047 (1962)
Catalytic Asymmetric Allylic Substitution with Copper(I) Homoenolates Generated from Cyclopropanols
Shi, Chang-Yun,Yin, Liang,Zhang, Qi,Zhou, Si-Wei
supporting information, p. 26351 - 26356 (2021/11/09)
By using copper(I) homoenolates as nucleophiles, which are generated through the ring-opening of 1-substituted cyclopropane-1-ols, a catalytic asymmetric allylic substitution with allyl phosphates is achieved in high to excellent yields with high enantioselectivity. Both 1-substituted cyclopropane-1-ols and allylic phosphates enjoy broad substrate scopes. Remarkably, various functional groups, such as ether, ester, tosylate, imide, alcohol, nitro, and carbamate are well tolerated. Moreover, the present method is nicely extended to the asymmetric construction of quaternary carbon centers. Some control experiments argue against a radical-based reaction mechanism and a catalytic cycle based on a two-electron process is proposed. Finally, the synthetic utilities of the product are showcased by means of the transformations of the terminal olefin group and the ketone group.
Tridentate phosphine ligand, catalyst and preparation method and application thereof
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Paragraph 0055-0057, (2017/12/30)
The invention belongs to the field of asymmetric catalysis, and discloses tridentate phosphine ligand which is of a structure of formula I as shown in the specification, wherein R is aryl or substituted aryl. The invention further discloses a catalyst prepared from the ligand. The catalyst is of a structure of formula II as shown in the specification, wherein R is aryl or substituted aryl, and L is mono-phosphine ligand. The invention further discloses application of the catalyst in a catalytic reduction reaction. The invention provides a tridentate phosphine ligand which is novel in structure, and a ruthenium complex of the tridentate phosphine ligand. carbonyl compounds, namely aldehyde and ketone, particularly alpha,beta-unsaturated aldehyde, are reduced by using the ruthenium complex, and very good reaction activity and selectivity are achieved.
THERMAL ELECTROCYCLIC RING-OPENING OF CYCLOBUTENES: STEREOSELECTIVE ROUTES TO FUNCTIONALISED CONJUGATED (Z,E)- AND (E,E)-2,4-DIENALS
Binns, Falmai,Hayes, Roy,Ingham, Stephen,Saengchantara, Suthiweth T.,Turner, Ralph W.,et al
, p. 515 - 530 (2007/10/02)
The cyclobutenecarbaldehyde 12 undergoes thermal electrocyclic ring-opening at low temperature, producing the (2Z,4E)-hexadienal 13 exclusively.By contrast, unsymmetrical derivatives of cis-3-cyclobutene-1,2-dicarboxylic acid undergo ring-opening at 80-110 deg C with low levels of stereoselectivity, which vary according to the balance of the electronic and, to a lesser extent, the steric nature of the substituents located on the rehybridising carbon atoms.
