- Parallel recognition by virtue of differentiation between ketone and aldehyde
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The concept of parallel recognition has been applied to differentiate between ketone and aldehyde: (C6F5)2SnBr2-catalyzed Mukaiyama-aldol reaction of a mixture of these two carbonyl substrates with a mixture of
- Chen, Jian-Xie,Otera, Junzo
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Read Online
- An environmentally friendly Mukaiyama aldol reaction catalyzed by a strong Bronsted acid in solvent-free conditions
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o-Benzenedisulfonimide, a new strong bench-stable Bronsted acid, has been shown to efficiently catalyze the Mukaiyama aldol reaction of aldehydes or dimethyl acetals with silyl enol ethers under mild solvent-free reaction conditions.
- Barbero, Margherita,Bazzi, Stefano,Cadamuro, Silvano,Dughera, Stefano,Magistris, Claudio,Smarra, Alessandra,Venturello, Paolo
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experimental part
p. 2192 - 2197
(2011/04/26)
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- Rhenium complex-catalyzed allylation of aldehydes with allyltributylstannane
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It was confirmed that the rhenium complex, ReBr(CO)5, catalyzed the allylation of aldehydes with allyltributylstannane to give the corresponding homoallylic alcohols in moderate to good yields. Similarly, the reaction of aldehydes with enol sil
- Nishiyama, Yutaka,Kakushou, Fujio,Sonoda, Noboru
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p. 787 - 789
(2007/10/03)
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- Aluminum bis(trifluoromethylsulfonyl)amides: New highly efficient and remarkably versatile catalysts for C-C bond formation reactions
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Superacid-derived aluminum catalysts R2AlNTf2 (2-5 mol%) are highly efficient and versatile and are suitable promoters for the allylation and pentadienylation of aldehydes, aldol reactions, aldol cross-coupling of ketones, and Michae
- Marx, Andreas,Yamamoto, Hisashi
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p. 178 - 181
(2007/10/03)
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- Clay montmorillonite K10 catalyzed aldol-type reaction of aldehydes with silyl enol ethers in water
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An environmentally friendly method for the cross aldol reaction of silyl enol ethers and ketene silyl acetal with various aldehydes using montmorillonite K10 is described. Cheap and commercially available montmorillonite K10 can be used without the need of an ion exchange process under solvent-free conditions or in water. Hydrate of aldehydes such as glyoxylic acid can be used directly. Thermal treatment of K10 increased the catalytic activity. The catalytic activity was supposed due to the properties of the structure of K10 and its inherent Bronsted acidity.
- Loh, Teck-Peng,Li, Xu-Ran
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p. 10789 - 10802
(2007/10/03)
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- Parallel recognition by virtue of differentiation between carbonyls, acetals and enones
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'Parallel recognition', a new concept for compacting synthetic processes in which different transformations are performed simultaneously on separate reaction sites, has been advance. Ketones/α,β-enones and aldehydes/acetals are able to react selectively w
- Chen, Jian-Xie,Sakamoto, Katsumasa,Orita, Akihiro,Otera, Junzo
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p. 8411 - 8420
(2007/10/03)
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- A novel one-pot Reformatsky type reaction via bismuth salt in aqueous media
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In the presence of bismuth(III)chloride-metallic aluminum, α-halo carbonyl compounds react with aldehydes in water under mild conditions to give B-hydroxy carbonyl compounds with stereoselectivity in good yields.
- Shen, Zhen,Zhang, Jinqi,Zou, Huixian,Yang, Minmin
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p. 2733 - 2736
(2007/10/03)
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- Combined Use of Diphenyltin Sulfide or Lawesson's Reagent and Silver Perchlorate as Effective Catalyst Systems in Aldol Reaction
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Catalytic aldol reactions of several aldehydes with trimethylsilyl enol ethers are effectively performed by combined use of diphenyltin sulfide (Ph2Sn=S) and silver perchlorate (AgClO4) or Lawesson's reagent (2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphos
- Mukaiyama, Teruaki,Saito, Katsuyuki,Kitagawa, Hideo,Shimomura, Naoyuki
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p. 789 - 792
(2007/10/02)
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- Crossed aldol-type reactions catalyzed by rhodium complexes
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Crossed aldol-type reactions of enol trimethylsilyl ethers with aldehydes and ketones are smooth when carried out with a catalytic amount of a rhodium complex, Rh4(CO)12 or X (X=PF6 and ClO4; COD=cycloocta-1,5-diene, DPPB=1,4-bis(diphenylphosphino)butane), under neutral conditions.A suitable catalyst enables the isolation of three different types of aldol reaction product, β-trimethylsiloxy ketones, β-hydroxy ketones, and α,β-unsaturated ketones.Rh4(CO)12 and ClO4 also catalyze the reaction of enol trimethylsilyl ethers with acetals or ketals, whereas PF6 does not.When ClO4 is used as the catalyst, this type of aldol reaction is extended to the one-pot synthesis of trisubstituted furans from enol trimethylsilyl ether and α-trimethylsiloxy acetal.
- Sato, Susumu,Matsuda, Isamu,Izumi, Yusuke
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p. 223 - 238
(2007/10/02)
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- THE FIRST EXAMPLE OF ALDOL REACTIONS BETWEEN TRIMETHYLSILYL ENOL ETHERS AND ALDEHYDES BY THE AID OF RHODIUM COMPLEX
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Crossed aldol reaction of trimethylsilyl enol ether with aldehyde is successfully performed with the aid of catalytic amount of rhodium complex, +X- (X = PF6 and ClO4) or Rh4(CO)12, under neutral conditions.
- Sato, Susumu,Matsuda, Isamu,Izumi, Yusuke
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p. 5517 - 5520
(2007/10/02)
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- ENOLBORONATES: NEW PRACTICAL REAGENTS FOR REGIOSELECTIVE ALDOL CONDENSATIONS.
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Enolboronates, new enolates directly accessible from carbonyl compounds and giving aldol products regioselectively and in good yield with aliphatic and aromatic aldehydes, are described.
- Gennari, Cesare,Colombo, Lino,Poli, Giovanni
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p. 2279 - 2282
(2007/10/02)
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- 1,4-DIANION OF ACETOPHENONE N-ETHOXYCARBONYLHYDRAZONE AS A SYNTHETIC INTERMEDIATE
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Various β-hydroxyketones and α,β-unsaturated ketones were prepared by the reaction of aldehydes and ketones with 1,4-dianion (2) which is derived from acetophenone N-ethoxycarbonylhydrazone (1) with butyllithium.In the reaction of 2 with carbonyl compounds such as ester, amide, acid anhydride, acyl chloride, and alkyl carbonate, pyrazole derivatives were obtained in good yields.
- Matsumura, Noboru,Kunugihara, Akira,Yoneda, Shigeo
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p. 3239 - 3242
(2007/10/02)
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