ChemInform Abstract: Asymmetric Synthesis of R-β-Amino Butanoic Acid and S-β- Tyrosine: Homochiral Lithium Amide Equivalents for Michael Additions to α,β-Unsaturated Esters.

ChemInform ◽  
2010 ◽  
Vol 22 (29) ◽  
pp. no-no
Author(s):  
S. G. DAVIES ◽  
O. ICHIHARA
Keyword(s):  
Asymmetric Synthesis ◽  
Butanoic Acid ◽  
Lithium Amide ◽  
Unsaturated Esters ◽  
Michael Additions

Asymmetric Synthesis of 3,4-anti- and 3,4-syn-Substituted Aminopyrrolidines via Lithium Amide Conjugate Addition.

ChemInform ◽  
2007 ◽  
Vol 38 (44) ◽  
Author(s):  
Stephen G. Davies ◽  
A. Christopher Garner ◽  
Euan C. Goddard ◽  
Dennis Kruchinin ◽  
Paul M. Roberts ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Conjugate Addition ◽  
Lithium Amide

Asymmetric Synthesis of 2,3,6-Trisubstituted Piperidines via Baylis–Hillman Adducts and Lithium Amide through Domino Reaction

Synlett ◽  
2019 ◽  
Vol 31 (06) ◽  
pp. 600-604 ◽  
Author(s):  
Mateo M. Salgado ◽  
Alejandro Manchado ◽  
Carlos T. Nieto ◽  
David Díez ◽  
Narciso M. Garrido
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Claisen Rearrangement ◽  
Domino Reaction ◽  
Amino Acid Derivative ◽  
Side Chain ◽  
Lithium Amide ◽  
Stereochemical Control ◽  
Asymmetric Michael Addition ◽  
Polysubstituted Piperidines

A convenient asymmetric synthesis of methyl (2S,3S,6R)-6-(4-fluorophenyl)-2-(4-hydroxyphenyl)-piperidine-3-carboxylate is described, starting from Baylis–Hillman adducts. The route involves a domino process: allylic acetate rearrangement, stereoselective Ireland–Claisen rearrangement and asymmetric Michael addition, which provides a δ-amino acid derivative with full stereochemical control. A subsequent chemoselective transformation of one of the side-chain groups allows an effective cyclization leading to biologically interesting polysubstituted piperidines in which the 2,6-aryl groups could be attached sequentially.

Enantioselective Horner–Wadsworth–Emmons reaction for the asymmetric synthesis of α-fluoro-α,β-unsaturated esters

2002 ◽  
Vol 43 (2) ◽  
pp. 281-284 ◽  
Author(s):  
Shigeki Sano ◽  
Kenji Yokoyama ◽  
Rie Teranishi ◽  
Motoo Shiro ◽  
Yoshimitsu Nagao
Keyword(s):  
Asymmetric Synthesis ◽  
Unsaturated Esters

Highly Diastereoselective Oxy-Michael Additions of Enantiopureδ-Lactol Anions to Nitroalkenes: Asymmetric Synthesis of 1,2-Amino Alcohols

2003 ◽  
Vol 115 (35) ◽  
pp. 4373-4376 ◽  
Author(s):  
Nicola J. Adderley ◽  
David J. Buchanan ◽  
Darren J. Dixon ◽  
Dramane I. Lainé
Keyword(s):  
Asymmetric Synthesis ◽  
Amino Alcohols ◽  
Michael Additions

Highly Diastereoselective Oxy-Michael Additions of Enantiopureδ-Lactol Anions to Nitroalkenes: Asymmetric Synthesis of 1,2-Amino Alcohols

2003 ◽  
Vol 42 (35) ◽  
pp. 4241-4244 ◽  
Author(s):  
Nicola J. Adderley ◽  
David J. Buchanan ◽  
Darren J. Dixon ◽  
Dramane I. Lainé
Keyword(s):  
Asymmetric Synthesis ◽  
Amino Alcohols ◽  
Michael Additions

ChemInform Abstract: Enantioselective Desymmetrization of Prochiral Cyclohexanones by Organocatalytic Intramolecular Michael Additions to α,β-Unsaturated Esters.

ChemInform ◽  
2015 ◽  
Vol 46 (34) ◽  
pp. no-no
Author(s):  
Adam D. Gammack Yamagata ◽  
Swarup Datta ◽  
Kelvin E. Jackson ◽  
Linus Stegbauer ◽  
Robert S. Paton ◽  
...  
Keyword(s):  
Unsaturated Esters ◽  
Michael Additions
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