Literature DB >> 17360603

Effect of carbonates/phosphates as nucleophilic catalysts in dimethylformamide for efficient cyanosilylation of aldehydes and ketones.

G K Surya Prakash1, Habiba Vaghoo, Chiradeep Panja, Vijayalakshmi Surampudi, Roman Kultyshev, Thomas Mathew, George A Olah.   

Abstract

Cyanosilylation of aldehydes and aliphatic ketones can be carried out in dimethylformamide even without the use of any catalyst. In the presence of nucleophilic catalysts such as carbonate and phosphate salts, the reaction rate is significantly enhanced.

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Year:  2007        PMID： 17360603      PMCID： PMC1805593          DOI： 10.1073/pnas.0611309104

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN： 0027-8424            Impact factor:   11.205


  16 in total

1.  A highly enantioselective chiral Lewis base-catalyzed asymmetric cyanation of ketones.

Authors:  S K Tian; L Deng
Journal:  J Am Chem Soc       Date:  2001-06-27       Impact factor: 15.419

2.  Enantioselective cyanosilylation of ketones by a catalytic double-activation method employing chiral Lewis acid and achiral N-oxide catalysts.

Authors:  Fuxue Chen; Xiaoming Feng; Bo Qin; Guolin Zhang; Yaozhong Jiang
Journal:  Org Lett       Date:  2003-03-20       Impact factor: 6.005

3.  A highly efficient and recyclable silica-based scandium(III) interphase catalyst for cyanosilylation of carbonyl compounds.

Authors:  Babak Karimi; Leila Ma'Mani
Journal:  Org Lett       Date:  2004-12-23       Impact factor: 6.005

4.  Activation of TMSCN by N-heterocyclic carbenes for facile cyanosilylation of carbonyl compounds.

Authors:  Jinhua J Song; Fabrice Gallou; Jonathan T Reeves; Zhulin Tan; Nathan K Yee; Chris H Senanayake
Journal:  J Org Chem       Date:  2006-02-03       Impact factor: 4.354

5.  Facile synthesis of TMS-protected trifluoromethylated alcohols using trifluoromethyltrimethylsilane (TMSCF3) and various nucleophilic catalysts in DMF.

Authors:  G K Surya Prakash; Chiradeep Panja; Habiba Vaghoo; Vijayalakshmi Surampudi; Roman Kultyshev; Mihirbaran Mandal; Golam Rasul; Thomas Mathew; George A Olah
Journal:  J Org Chem       Date:  2006-09-01       Impact factor: 4.354

6.  A new lithium alkoxide accelerated diastereoselective cyanation of ketones.

Authors:  H S Wilkinson; P T Grover; C P Vandenbossche; R P Bakale; N N Bhongle; S A Wald; C H Senanayake
Journal:  Org Lett       Date:  2001-02-22       Impact factor: 6.005

7.  Dual Lewis acid-Lewis base activation in enantioselective cyanation of aldehydes using acetyl cyanide and cyanoformate as cyanide sources.

Authors:  Stina Lundgren; Erica Wingstrand; Maël Penhoat; Christina Moberg
Journal:  J Am Chem Soc       Date:  2005-08-24       Impact factor: 15.419

8.  Chiral lithium binaphtholate aqua complex as a highly effective asymmetric catalyst for cyanohydrin synthesis.

Authors:  Manabu Hatano; Takumi Ikeno; Takashi Miyamoto; Kazuaki Ishihara
Journal:  J Am Chem Soc       Date:  2005-08-10       Impact factor: 15.419

9.  Catalytic asymmetric cyanosilylation of ketones with chiral Lewis base.

Authors:  Shi-Kai Tian; Ran Hong; Li Deng
Journal:  J Am Chem Soc       Date:  2003-08-20       Impact factor: 15.419

10.  Highly enantioselective cyanosilylation of aldehydes catalyzed by a chiral oxazaborolidinium ion.

Authors:  Do Hyun Ryu; E J Corey
Journal:  J Am Chem Soc       Date:  2004-07-07       Impact factor: 15.419
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  3 in total

1.  Chemical pyrophosphorylation of functionally diverse peptides.

Authors:  Alan M Marmelstein; Lisa M Yates; John H Conway; Dorothea Fiedler
Journal:  J Am Chem Soc       Date:  2013-12-26       Impact factor: 15.419

2.  A novel 3D terbium metal-organic framework as a heterogeneous Lewis acid catalyst for the cyanosilylation of aldehyde.

Authors:  Yuqian Liu; Peiran Zhao; Chunying Duan; Cheng He
Journal:  RSC Adv       Date:  2021-10-27       Impact factor: 4.036

3.  Tris(2,4,6-trimethoxyphenyl)phosphine (TTMPP): efficient catalysts for the cyanosilylation and cyanocarbonation of aldehydes and ketones.

Authors:  Satoru Matsukawa; Izumi Sekine; Ayumi Iitsuka
Journal:  Molecules       Date:  2009-09-02       Impact factor: 4.411
  3 in total

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