Radcliffe, James E.; Fasano, Valerio; Adams, Ralph W.; You, Peiran; Ingleson, Michael J. published an article about the compound: 5,6-Dihydro-2H-pyran-2-one( cas:3393-45-1,SMILESS:O=C1C=CCCO1 ).Category: catalyst-ligand. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:3393-45-1) through the article.
Useful α-boryl esters can be synthesized in one step from α,β-unsaturated esters using just a simple to access NHC-BH3 (NHC = N-heterocyclic carbene) and catalytic I2. The scope of this reductive α-borylation methodol. is excellent and includes a range of alkyl, aryl substituted and cyclic and acyclic α,β-unsaturated esters. Mechanistic studies involving reductive borylation of a cyclic α,β-unsaturated ester with NHC-BD3/I2 indicated that concerted hydroboration of the alkene moiety in the α,β-unsaturated ester proceeds instead of a stepwise process involving initial 1,4-hydroboration; this is in contrast to the recently reported reductive α-silylation. The BH2(NHC) unit can be transformed into electrophilic BX2(NHC) moieties (X = halide) and the ester moiety can be reduced to the alc. with the borane unit remaining intact to form β-boryl alcs. The use of a chiral auxiliary, 8-phenylmenthyl ester, also enables effective stereo-control of the newly formed C-B bond. Combined two step ester reduction/borane oxidation forms diols, including excellent e.e. (97%) for the formation of S-3-phenylpropane-1,2-diol. This work represents a simple transition metal free route to form bench stable α-boryl esters from inexpensive starting materials.
The article 《Reductive α-borylation of α,β-unsaturated esters using NHC-BH3 activated by I2 as a metal-free route to α-boryl esters》 also mentions many details about this compound(3393-45-1)Category: catalyst-ligand, you can pay attention to it or contacet with the author([email protected]; [email protected]; [email protected]; [email protected]; [email protected]) to get more information.
Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI