Asymmetric Synthesis of α‐Substituted β‐Amino Sulfones by Aza‐Michael Addition to Alkenyl Sulfones and Subsequent α‐Alkylation
作者： Dieter Enders , Stephan Frank Müller , Gerhard Raabe , Jan Runsink
DOI: 10.1002/(SICI)1099-0690(200003)2000:6<879::AID-EJOC879>3.0.CO;2-E
关键词: Electrophile 、 Enantiopure drug 、 Benzyl bromide 、 Stereochemistry 、 Addition reaction 、 Chemistry 、 Bond cleavage 、 Enantioselective synthesis 、 Racemization 、 Michael reaction
摘要: … -alkenyl sulfones in the presence of a catalytic amount of ytterbium trifluoromethanesulfonate [Yb(OTf)3] yields β-hydrazino sulfones … N-protected β-amino sulfones with moderate to high …
sci-hub.se 参考文章(42)
Stereochemical Dependence of the Bis-Alkylation Reaction of α,α-Dilithiated Allyl Phenyl Sulfone with cis- and trans-1,4-Dichloro-2-butene. A Convenient Method for the Synthesis of a Cyclohepta-1,4-diene System Synthetic Communications. ,vol. 24, pp. 393- 398 ,(2006) , 10.1080/00397919408011198
Daniela Braghiroli, Rossella Avallone, Maria Di Bella, ASYMMETRIC SYNTHESIS OF (R)- AND (S)-2-PYRROLIDINEMETHANESULFONIC ACID Tetrahedron-asymmetry. ,vol. 8, pp. 2209- 2213 ,(1997) , 10.1016/S0957-4166(97)00196-1
Dieter Enders, Herbert Eichenauer, Asymmetrische Synthesen via metallierte chirale Hydrazone. Enantioselektive Alkylierung von cyclischen Ketonen und Aldehyden1 Chemische Berichte. ,vol. 112, pp. 2933- 2960 ,(1979) , 10.1002/CBER.19791120820
Arlette Solladié-Cavallo, Didier Roche, Jean Fischer, André De Cian, Effect of a Phosphazene Base on the Diastereoselectivity of Addition of alpha-Sulfonyl Carbanions to Butyraldehyde and Isopropylideneglyceraldehyde. Journal of Organic Chemistry. ,vol. 61, pp. 2690- 2694 ,(1996) , 10.1021/JO9518967
Diego A. Alonso, Ana Costa, Balbino Mancheño, Carmen Nájera, Lithiated β-aminoalkyl sulfones as mono and dinucleophiles in the preparation of nitrogen heterocycles: Application to the synthesis of capsazepine Tetrahedron. ,vol. 53, pp. 4791- 4814 ,(1997) , 10.1016/S0040-4020(97)00163-4
István E Markó, Fiona Murphy, Simon Dolan, Efficient preparation of trisubstituted alkenes using the Julia-Lythgoe olefination of ketones. On the key-role of SmI2 in the reductive elimination step. Tetrahedron Letters. ,vol. 37, pp. 2089- 2092 ,(1996) , 10.1016/0040-4039(96)00200-6
Hideshi Nakamura, Houming Wu, Junichi Kobayashi, Masaki Kobayashi, Yasushi Ohizumi, Yoshimasa Hirata, Agelasidines: novel hypotaurocyamine derivatives from the Okinawan sea sponge Agelas nakamurai Hoshino Journal of Organic Chemistry. ,vol. 50, pp. 2494- 2497 ,(1985) , 10.1021/JO00214A017
Stanley H. Pine, Gregory Shen, Jose Bautista, Clarence Sutton, Walter Yamada, Leonel Apodaca, Monoalkylation vs dialkylation of a sulfone-stabilized carbanion Journal of Organic Chemistry. ,vol. 55, pp. 2234- 2237 ,(1990) , 10.1021/JO00294A048
Dieter Enders, Stephan F. Müller, Gerhard Raabe, Enantioselektive Synthese von β-Aminosulfonen über azaanaloge Michael-Addition an Alkenylsulfone Angewandte Chemie. ,vol. 111, pp. 212- 214 ,(1999) , 10.1002/(SICI)1521-3757(19990115)111:1/2<212::AID-ANGE212>3.0.CO;2-E
Jesús de Blas, Juan C. Carretero, Esteban Domínguez, Stereoselective approach to optically pure syn 2-amino alcohol derivatives Tetrahedron Letters. ,vol. 35, pp. 4603- 4606 ,(1994) , 10.1016/S0040-4039(00)60741-4