Acyclic stereoselection. 12. Double stereodifferentiation with mutual kinetic resolution. A superior class of reagents for control of Cram's rule stereoselection in synthesis of erythro-.alpha.-alkyl-.beta.-hydroxy carboxylic acids from chiral aldehydes

Clayton H. Heathcock; Michael C. Pirrung; John Lampe; Charles T. Buse; Steven D. Young

doi:10.1021/jo00324a017

Acyclic stereoselection. 12. Double stereodifferentiation with mutual kinetic resolution. A superior class of reagents for control of Cram's rule stereoselection in synthesis of erythro-.alpha.-alkyl-.beta.-hydroxy carboxylic acids from chiral aldehydes

The Journal of Organic Chemistry ◽

10.1021/jo00324a017 ◽

1981 ◽

Vol 46 (11) ◽

pp. 2290-2300 ◽

Cited By ~ 106

Author(s):

Clayton H. Heathcock ◽

Michael C. Pirrung ◽

John Lampe ◽

Charles T. Buse ◽

Steven D. Young

Keyword(s):

Carboxylic Acids ◽

Kinetic Resolution ◽

Hydroxy Carboxylic Acids

ChemInform Abstract: Dynamic Kinetic Resolution via Dual-Function Catalysis of Modified Cinchona Alkaloids: Asymmetric Synthesis of α-Hydroxy Carboxylic Acids.

ChemInform ◽

10.1002/chin.200229118 ◽

2010 ◽

Vol 33 (29) ◽

pp. no-no

Author(s):

Liang Tang ◽

Li Deng

Keyword(s):

Asymmetric Synthesis ◽

Carboxylic Acids ◽

Kinetic Resolution ◽

Cinchona Alkaloids ◽

Dual Function ◽

Dynamic Kinetic Resolution ◽

Hydroxy Carboxylic Acids

Dynamic Kinetic Resolution via Dual-Function Catalysis of Modified Cinchona Alkaloids: Asymmetric Synthesis of α-Hydroxy Carboxylic Acids

Journal of the American Chemical Society ◽

10.1021/ja0255047 ◽

2002 ◽

Vol 124 (12) ◽

pp. 2870-2871 ◽

Cited By ~ 105

Author(s):

Liang Tang ◽

Li Deng

Keyword(s):

Asymmetric Synthesis ◽

Carboxylic Acids ◽

Kinetic Resolution ◽

Cinchona Alkaloids ◽

Dual Function ◽

Dynamic Kinetic Resolution ◽

Hydroxy Carboxylic Acids

Synthesis of 13 C‐Labelled ω‐Hydroxy Carboxylic Acids of the General Formula HO 2 13 C‐(CH 2 ) n ‐CH 2 OH or HO 2 C‐(CH 2 ) n ‐ 13 CH 2 OH (n = 12, 16, 20, 28)

Journal of Labelled Compounds and Radiopharmaceuticals ◽

10.1002/jlcr.3931 ◽

2021 ◽

Author(s):

Carina Schink ◽

Sandra Spielvogel ◽

Wolfgang Imhof

Keyword(s):

General Formula ◽

Carboxylic Acids ◽

Hydroxy Carboxylic Acids

Application of ion-exclusion chromatography to alkaline pulping liquors; separation of hydroxy carboxylic acids from inorganic solids

Journal of Chemical Technology & Biotechnology ◽

10.1002/jctb.280510208 ◽

2007 ◽

Vol 51 (2) ◽

pp. 225-233 ◽

Cited By ~ 20

Author(s):

Raimo Alén ◽

Eero Sjöström ◽

Seija Suominen

Keyword(s):

Carboxylic Acids ◽

Inorganic Solids ◽

Alkaline Pulping ◽

Ion Exclusion Chromatography ◽

Ion Exclusion ◽

Exclusion Chromatography ◽

Hydroxy Carboxylic Acids ◽

Pulping Liquors

Trianions from .alpha.-hydroxy carboxylic acids

The Journal of Organic Chemistry ◽

10.1021/jo00414a036 ◽

1978 ◽

Vol 43 (20) ◽

pp. 3963-3964 ◽

Cited By ~ 8

Author(s):

M. Newcomb ◽

David E. Bergbreiter

Keyword(s):

Carboxylic Acids ◽

Hydroxy Carboxylic Acids

Manifestation of Felkin-Anh Control in Enantioselective Acyl Transfer Catalysis: Kinetic Resolution of Carboxylic Acids

Angewandte Chemie ◽

10.1002/ange.201203327 ◽

2012 ◽

Vol 124 (38) ◽

pp. 9776-9780 ◽

Cited By ~ 7

Author(s):

Xing Yang ◽

Peng Liu ◽

K. N. Houk ◽

Vladimir B. Birman

Keyword(s):

Carboxylic Acids ◽

Kinetic Resolution ◽

Acyl Transfer

ChemInform Abstract: Catalytic Conversion of β-Hydroxy Carboxylic Acids to Olefins by Tungsten(VI) Complexes: A New Acyl Group Transfer Catalyst.

ChemInform ◽

10.1002/chin.199113092 ◽

2010 ◽

Vol 22 (13) ◽

pp. no-no

Author(s):

T. TANZAWA ◽

J. SCHWARTZ

Keyword(s):

Carboxylic Acids ◽

Catalytic Conversion ◽

Group Transfer ◽

Hydroxy Carboxylic Acids

Boron acid complexation reactions with polyols and α-hydroxy carboxylic acids: Equilibria, reaction mechanisms, saccharide recognition

Inorganica Chimica Acta ◽

10.1016/j.ica.2017.08.003 ◽

2017 ◽

Vol 467 ◽

pp. 194-197 ◽

Cited By ~ 6

Author(s):

Richard Pizer

Keyword(s):

Carboxylic Acids ◽

Reaction Mechanisms ◽

Boron Acid ◽

Hydroxy Carboxylic Acids ◽

Complexation Reactions ◽

Saccharide Recognition

Hydroxycarbonyl anion (m/z45), a diagnostic marker for α-hydroxy carboxylic acids

Journal of Mass Spectrometry ◽

10.1002/jms.1504 ◽

2009 ◽

Vol 44 (2) ◽

pp. 252-259 ◽

Cited By ~ 14

Author(s):

Jason B. Bialecki ◽

Frank U. Axe ◽

Athula B. Attygalle

Keyword(s):

Carboxylic Acids ◽

Diagnostic Marker ◽

Hydroxy Carboxylic Acids

Total Synthesis of Natural tert-Alkylamino Hydroxy Carboxylic Acids

ChemInform ◽

10.1002/chin.200617254 ◽

2006 ◽

Vol 37 (17) ◽

Author(s):

Sung Ho Kang ◽

Suk Youn Kang ◽

Hee-Seung Lee ◽

Alan J. Buglass

Keyword(s):

Total Synthesis ◽

Carboxylic Acids ◽

Hydroxy Carboxylic Acids