The asymmetric synthesis of ( R,R )‐formoterol via transfer hydrogenation with polyethylene glycol bound Rh catalyst in PEG2000 and water | Zendy

Huang Ling | Zendy; Liu Juntao | Zendy; Shan Wenjun | Zendy; Liu Bao | Zendy; Shi Anding | Zendy; Li Xingshu | Zendy

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The asymmetric synthesis of ( R,R )‐formoterol via transfer hydrogenation with polyethylene glycol bound Rh catalyst in PEG2000 and water

Author(s) -

Huang Ling,

Liu Juntao,

Shan Wenjun,

Liu Bao,

Shi Anding,

Li Xingshu

Publication year - 2010

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.20728

Subject(s) - chemistry , transfer hydrogenation , acetophenone , catalysis , sodium formate , nitro , polyethylene glycol , tppts , alcohol , phenylacetylene , asymmetric hydrogenation , ligand (biochemistry) , peg ratio , medicinal chemistry , formoterol , organic chemistry , polymer chemistry , hydroformylation , enantioselective synthesis , ruthenium , medicine , biochemistry , alkyl , receptor , rhodium , budesonide , inhalation , anatomy , finance , economics

( R,R )‐formoterol was synthesized in seven steps with 4‐hydroxyl‐3‐nitro‐acetophenone as the starting material. The key intermediate, the chiral secondary alcohol 4 , was prepared via Rh‐catalyzed asymmetric transfer hydrogenation with ( S,S )‐PEGBsDPEN as the ligand and sodium formate as the hydrogen donor under mild conditions. With a mixture of PEG 2000 and water as the reaction media, the catalyst system could be recycled four times. Chirality, 2010. © 2009 Wiley‐Liss, Inc.

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