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Your search keyword '"Pedatella, S."' showing total 3 results
Start Over Author "Pedatella, S." Topic ene reaction
3 results on '"Pedatella, S."'

1. Mild Stereoselective Synthesis of Fully Protected 1,6-Dioxaspiro[4.5]dec-3-ene Derivatives of Sugars

Author

Romualdo Caputo, Francesco Solla, Annalisa Guaragna, Giovanni Palumbo, Silvana Pedatella, Caputo, R., Guaragna, A., Palumbo, Giovanni, Pedatella, S., Solla, F., R., Caputo, Guaragna, Annalisa, G., Palumbo, Pedatella, Silvana, F., Solla, Caputo, Romualdo, and Palumbo, G.

Subjects
Stereochemistry, Chemistry, Organic Chemistry, Organic chemistry, Stereoselectivity, Physical and Theoretical Chemistry, Ene reaction
Published
2002
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2. Chemistry of EthanediylS, S-Acetals. VII. A Stereoselective Synthesis of Allylic Alcohols withcis-Configurated Double Bond

Author

Carla Ferreri, Silvana Pedatella, Luigi Longobardo, Domenico Mastroianni, Romualdo Caputo, Giovanni Palumbo, Caputo, R., Ferreri, C., Longobardo, L., Mastroianni, D., Palumbo, Giovanni, and Pedatella, S.

Subjects
chemistry.chemical_classification, Allylic rearrangement, Double bond, Chemistry, organic chemicals, Organic Chemistry, food and beverages, chemistry.chemical_element, Ring (chemistry), Sulfur, Medicinal chemistry, High yielding, Coupling reaction, Organic chemistry, Stereoselectivity, Ene reaction
Abstract

A new high yielding coupling reaction of C-2 monosubstituted 5,6-dihydro-1,4-dithiins with aldehydes is reported. In this way allylic alcohols having the cis-substituted double bond tied up by a sulfur-containing ring can be readily prepared. Subsequent stereoselective sulfur removal then affords allylic alcohols with cis-configurated double bond.

Published
1994

3. Stereoselective synthesis of fully protected (S)-1,7-dioxaspiro[5,5]undec-4-ene derivatives of sugars

Author

Pasquale Festa, Silvana Pedatella, Annalisa Guaragna, Romualdo Caputo, Giovanni Palumbo, Umberto Ciriello, Caputo, Romualdo, Ciriello, U., Festa, P., Guaragna, A., Palumbo, G., Pedatella, S., U., Ciriello, Festa, Pasquale, Guaragna, Annalisa, Palumbo, Giovanni, Pedatella, Silvana, and Caputo, R.

Subjects
chemistry.chemical_classification, Carbohydrate, Double bond, Chemistry, Spiro compound, Organic Chemistry, Dithiins, Lactone, Derivative (finance), Reagent, Polymer chemistry, Organic chemistry, Stereoselectivity, Physical and Theoretical Chemistry, Ene reaction
Abstract

Perbenzylated 1,7-dioxaspiro[5,5]undec-4-ene derivatives of sugars are obtained in three steps, starting from fully protected glycono-1,5-lactones. The procedure is based on the attack of a lithiated dithiinyl reagent (6) on the starting δ-glyconolactone. The C-glycosidation leads to the sole thermodynamically more stable α-hemiacetal derivative, the spirocyclization of which is then accomplished with BF3·Et2O. The fully protected unsaturated spiroacetals can be smoothly desulfurized for the purpose of any further elaborations of the free double bond. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

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