Abstract
Asymmetric catalytic hydrogenation and hydrogen transfer reactions of various substrates such as prochiral ketones and olefins using Rh(I) and Ru(II) complexes will be reviewed. These asymmetric transformations have provided organic chemists with efficient routes to a wide variety of optically active compounds with important biological activities. Based on the success and the marvelous abilities of the BINAP ligand, new analogues of BINAP and SEGPHOS ligands have been developed. This review surveys recent advances in industrial chiral technology using rhodium and ruthenium catalysts.
Dedicated to Professor Ryoji Noyori in honor of his being awarded the Nobel prize in Chemistry for 2001 for the development of catalytic asymmetric synthesis
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Abbreviations
- ADHD:
-
Attention-deficit hyperactivity disorder
- BDPP:
-
2,4-Bis(diphenylphosphino)pentane
- BINAP:
-
2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl
- (R,S)-BINAPHOS:
-
(R)-2-(Diphenylphosphino)-1,1′-binaphthalen-2′-yl (S)-1,1′-binaphthalene-2,2′-diyl phosphite
- BIPHEMP:
-
(6,6′-Dimethylbiphenyl-2,2′-diyl)bis(diphenylphosphine)
- BIPNOR:
-
2,2′,3,3′-Tetraphenyl-4,4′,5,5′-tetramethyl-6,6′-bis-1-phosphanorborna-2,5-dienyl
- BPPM:
-
N-(tert-Butoxycarbonyl)-4-(diphenylphosphino)-2-[(diphenylphosphino)methyl]pyrrolidine
- c :
-
cyclo
- DAIPEN:
-
1-Isopropyl-2,2-bis(p-methoxyphenyl)-1,2-ethylenediamine
- DBT:
-
Dibenzoyl tartrate
- DIOP:
-
2,3-O-Isopropylidene-2,3-dihydroxy-1,4-bis(diphenylphosphino)butane
- DIPAMP:
-
1,2-Bis(o-anisylphenylphosphino)ethane
- DPEN:
-
1,2-Diphenylethylenediamine
- H8-BINAP:
-
2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl
- HMG-CoA:
-
3-Hydroxy-3-methylglutaryl coenzyme-A
- (R,R)-Me-DuPHOS:
-
(−)-1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene
- MeO-BIPHEP:
-
(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine)
- 2-Nap-BIPNITE-p-F:
-
2-Di(2-naphthyl)phosphino-2′-bis(4-fluorophenyl)phosphinoxy-1,1′-binaphthyl
- [2.2]PHANEPHOS:
-
4,12-Bis(diphenylphosphino)-[2.2]-paracyclophane
- S/C:
-
Substrate-to-catalyst ratio
- SEGPHOS:
-
(4,4′-Bi-1,3-benzodioxole)-5,5′-diylbis(diarylphosphine)
- TON:
-
Turnover number
- TBDEMS (TBS):
-
tert-Butyldimethylsilyl
- θ:
-
Dihedral angle
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Sumi, K., Kumobayashi, H. Rhodium/Ruthenium Applications. In: Organometallics in Process Chemistry. Topics in Organometallic Chemistry, vol 6. Springer, Berlin, Heidelberg. https://doi.org/10.1007/b11768
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DOI: https://doi.org/10.1007/b11768
Publisher Name: Springer, Berlin, Heidelberg
Print ISBN: 978-3-540-01603-8
Online ISBN: 978-3-540-36966-0
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