Cu(II)-Mediated One-Pot Alkoxide Conjugate Addition/Radical Cyclizations as a Versatile Method to Highly Functionalized Tetrahydrofuran Derivatives

Synlett ◽  
2004 ◽  
pp. 1207-1210 ◽  
Author(s):  
Ullrich Jahn ◽  
Dmytro Rudakov
Keyword(s):  
Conjugate Addition ◽  
Radical Cyclizations ◽  
One Pot

scholarly journals (2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol

Molbank ◽  
10.3390/m1140 ◽  
2020 ◽  
Vol 2020 (2) ◽  
pp. M1140
Author(s):  
Jack Bennett ◽  
Paul Murphy
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Ir Spectroscopy ◽  
13C Nmr ◽  
Conjugate Addition ◽  
13C Nmr Spectroscopy ◽  
One Pot ◽  
1H And 13C Nmr ◽  
Esi Mass Spectrometry ◽  
The One

(2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol was isolated in 18% after treating the glucose derived (5R,6S,7R)-5,6,7-tris[(triethylsilyl)oxy]nona-1,8-dien-4-one with (1S)-(+)-10-camphorsulfonic acid (CSA). The one-pot formation of the title compound involved triethylsilyl (TES) removal, alkene isomerization, intramolecular conjugate addition and ketal formation. The compound was characterized by 1H and 13C NMR spectroscopy, ESI mass spectrometry and IR spectroscopy. NMR spectroscopy was used to establish the product structure, including the conformation of its tetrahydropyran ring.

scholarly journals Tandem Fries Reaction–Conjugate Addition under Microwave Irradiation in Dry Media; One-pot Synthesis of Flavanones

1999 ◽  
Vol 23 (9) ◽  
pp. 574-575
Author(s):  
Firouz Matloubi Moghaddam ◽  
Mohammad Ghaffarzadeh ◽  
Seyed Hossein Abdi-Oskoui
Keyword(s):  
Microwave Irradiation ◽  
Silica Gel ◽  
Conjugate Addition ◽  
Solvent Free ◽  
Naphthalene Derivatives ◽  
One Pot ◽  
Fries Rearrangement ◽  
One Pot Synthesis ◽  
Solvent Free Conditions ◽  
Fries Reaction

An AICl3–ZnCl2 mixture supported on silica gel is found to be an efficient medium for the Fries rearrangement of acyloxybenzene or naphthalene derivatives in solvent-free conditions under microwave irradiation.

Organometallics in prostaglandin synthesis

1988 ◽  
Vol 326 (1592) ◽  
pp. 579-585 ◽  
Keyword(s):  
Conjugate Addition ◽  
Prostaglandin Synthesis ◽  
Side Chain ◽  
Prostaglandin E ◽  
Controlled Synthesis ◽  
One Pot ◽  
Naturally Occurring ◽  
Chain Unit ◽  
Alkyl Iodides

An extremely short way to prostaglandins has been opened by combining the newly devised organometallic methodologies. Convergent, one-pot creation of the prostanoid framework is achieved by organocopper conjugate addition of the S-configurated ω-side-chain unit to (R)-4-trialkylsiloxy-2-cyclopentenone followed by the organotin-aided trapping of the enolate intermediate by α-side-chain alkyl iodides. Prostaglandin E 2 can be prepared in only three steps from the chiral building units. The protected 5,6-didehydro-PGE 2 derivatives thus obtained serve as common intermediates for the synthesis of a variety of naturally occurring prostaglandins including prostacyclin. This approach is also useful for the controlled synthesis of isocarbacyclin.

ChemInform Abstract: Enantioselective One-Pot Conjugate Addition of Grignard Reagents to Cyclic Enones Followed by Amidomethylation.

ChemInform ◽  
2012 ◽  
Vol 43 (18) ◽  
pp. no-no
Author(s):  
Filip Bilcik ◽  
Michal Drusan ◽  
Jozef Marak ◽  
Radovan Sebesta
Keyword(s):  
Conjugate Addition ◽  
Grignard Reagents ◽  
One Pot ◽  
Cyclic Enones

1,6-Conjugate addition initiated formal [4+2] annulation of p-quinone methides with sulfonyl allenols: a unique access to spiro[5.5]undeca-1,4-dien-3-one scaffolds

2020 ◽  
Vol 56 (37) ◽  
pp. 5022-5025 ◽  
Author(s):  
Ganesh S. Ghotekar ◽  
Sachin R. Shirsath ◽  
Aslam C. Shaikh ◽  
M. Muthukrishnan
Keyword(s):  
Conjugate Addition ◽  
Quinone Methides ◽  
One Pot ◽  
One Pot Synthesis

An expedient one-pot synthesis of carbocyclic spiro[5.5]undeca-1,4-dien-3-ones via 1,6-conjugate addition initiated formal [4+2] annulation sequences by employing p-quinone methides and sulfonyl allenols.

Conjugate addition of isocyanides to chromone 3-carboxylic acid: an efficient one-pot synthesis of chroman-4-one 2-carboxamides

2012 ◽  
Vol 10 (17) ◽  
pp. 3406 ◽  
Author(s):  
Ana G. Neo ◽  
Jesús Díaz ◽  
Stefano Marcaccini ◽  
Carlos F. Marcos
Keyword(s):  
Carboxylic Acid ◽  
Conjugate Addition ◽  
One Pot ◽  
One Pot Synthesis

Aryl Radical Cyclizations:  One-Pot Syntheses of Protoberberine and Pavine Alkaloids

2000 ◽  
Vol 2 (16) ◽  
pp. 2535-2537 ◽  
Author(s):  
Kazuhiko Orito ◽  
Yoshitaka Satoh ◽  
Hidetoshi Nishizawa ◽  
Rika Harada ◽  
Masao Tokuda
Keyword(s):  
Radical Cyclizations ◽  
Aryl Radical ◽  
One Pot

Electrochemically Initiated Tandem and Sequential Conjugate Addition Processes: One-Pot Synthesis of Diverse Functionalized Isoindolinones

2012 ◽  
Vol 354 (9) ◽  
pp. 1717-1724 ◽  
Author(s):  
Pasqualmorica Antico ◽  
Vito Capaccio ◽  
Antonia Di Mola ◽  
Antonio Massa ◽  
Laura Palombi
Keyword(s):  
Conjugate Addition ◽  
One Pot ◽  
One Pot Synthesis
Sign in / Sign up

Export Citation Format

Share Document