10545-01-4Relevant academic research and scientific papers
Cobalt-Catalyzed Diastereo- And Enantioselective Reductive Allyl Additions to Aldehydes with Allylic Alcohol Derivatives via Allyl Radical Intermediates
Wang, Lei,Wang, Lifan,Li, Mingxia,Chong, Qinglei,Meng, Fanke
, p. 12755 - 12765 (2021/08/30)
Catalytic generation of ambiphilic π-allyl-metal complexes and their utility in enantioselective transformations constitutes a powerful approach for introduction of allyl groups to a molecule. Herein an unprecedented cobalt-catalyzed highly site-, diastereo-, and enantioselective protocol for stereoselective formation of nucleophilic allyl-Co(II) complexes followed by addition to aldehydes is presented. The reaction features diastereo- and enantioconvergent conversion of easily accessible allylic alcohol derivatives to diversified enantioenriched homoallylic alcohols with a remarkably broad scope of allyl groups that can be introduced. Mechanistic studies indicated that allyl radical intermediates were involved in this process. These new discoveries establish a new strategy for development of enantioselective transformations through capture of radicals by chiral Co complexes, pushing forward the frontier of Co complexes for enantioselective catalysis.
Enantioselective syntheses of 1,4-pentadien-3-yl carbinols via br?nsted acid catalysis
Gao, Shang,Chen, Ming
, p. 400 - 404 (2020/01/11)
An asymmetric addition of substituted 1,3-pentadienylboronates to aldehydes via Br?nsted acid catalysis is reported. Under the developed conditions, a variety of synthetically useful 1,4-pentadien-3-yl carbinols were obtained in good yields with high enan
High γ-selectivity in the coupling of penta-2,4-dienyl- and pent-2-en-4-ynylindium reagents with aldehydes
Hirashita, Tsunehisa,Inoue, Shin'ichirou,Yamamura, Hatsuo,Kawai, Masao,Araki, Shuki
, p. 305 - 309 (2007/10/03)
A variety of penta-2,4-dienyl- and pent-2-en-4-ynylindium reagents have been prepared in situ from the reaction of the corresponding allylic bromides with indium metal, and their reactions with carbonyl compounds have been examined. The reaction with alde
STEREOSELECTIVE ACYCLIC SYNTHESIS VIA ALLYLMETALS: STRUCTURAL DEPENDENCE IN A LEWIS-ACID CATALYZED ADDITION OF ALLYLTINS TO ALDEHYDES
Koreeda, Masato,Tanaka, Yoshio
, p. 1299 - 1302 (2007/10/02)
Lewis-acid catalyzed reaction of allyltins with aldehydes at -78 deg C provide homoallyl alcohols with high stereoselectivity; 2-alkenyltins in general provide erythro adducts preferentially with an erithro/threo ratio greater than 12/1, whereas only thre
CHROMIUM(II) MEDIATED THREO SELECTIVE SYNTHESIS OF HOMOALLYL ALCOHOLS
Hiyama, Tamejiro,Kimura, Keizo,Nozaki, Hitosi
, p. 1037 - 1040 (2007/10/02)
Remarkable threo selectivity is observed in the reaction of aldehydes with trans- and cis-1-bromo-2-butene with the aid of chromium(II) salts.Solvent effect as well as the synthetic application is discussed.
