Kinetic Resolution of Racemic Carboxylic Acids through Asymmetric Protolactonization Promoted by Chiral Phosphonous Acid Diester

Masayuki Sakuma; Akira Sakakura; Kazuaki Ishihara

doi:10.1021/ol401313d

Kinetic Resolution of Racemic Carboxylic Acids through Asymmetric Protolactonization Promoted by Chiral Phosphonous Acid Diester

Organic Letters ◽

10.1021/ol401313d ◽

2013 ◽

Vol 15 (11) ◽

pp. 2838-2841 ◽

Cited By ~ 24

Author(s):

Masayuki Sakuma ◽

Akira Sakakura ◽

Kazuaki Ishihara

Keyword(s):

Carboxylic Acids ◽

Kinetic Resolution ◽

Phosphonous Acid

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

Parallel kinetic resolution of 2-methoxy and 2-phenoxy-substituted carboxylic acids using a combination of quasi-enantiomeric oxazolidinones

Tetrahedron Asymmetry ◽

10.1016/j.tetasy.2007.01.018 ◽

2007 ◽

Vol 18 (4) ◽

pp. 476-482 ◽

Cited By ~ 20

Author(s):

Ewan Boyd ◽

Sameer Chavda ◽

Jason Eames ◽

Yonas Yohannes

Keyword(s):

Carboxylic Acids ◽

Kinetic Resolution ◽

Parallel Kinetic Resolution

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

A Reactivity/Affinity Switch for Parallel Kinetic Resolution: α-Amino Acid Quasienantiomers and the Resolution of Cyclopropene Carboxylic Acids

Journal of the American Chemical Society ◽

10.1021/ja049779t ◽

2004 ◽

Vol 126 (14) ◽

pp. 4490-4491 ◽

Cited By ~ 44

Author(s):

Lian-an Liao ◽

Fan Zhang ◽

Olga Dmitrenko ◽

Robert D. Bach ◽

Joseph M. Fox

Keyword(s):

Amino Acid ◽

Carboxylic Acids ◽

Kinetic Resolution ◽

Parallel Kinetic Resolution

3-Pyrroline-1-carbonyl (Pyroc) Group: A Removable Protecting Group for the Kinetic Resolution of Racemic Carboxylic Acids and Alcohols through Catalytic Asymmetric Acylation

Synlett ◽

10.1055/s-0029-1217321 ◽

2009 ◽

Vol 2009 (10) ◽

pp. 1647-1650 ◽

Cited By ~ 2

Author(s):

Kazuaki Ishihara ◽

Akira Sakakura ◽

Shuhei Umemura

Keyword(s):

Carboxylic Acids ◽

Kinetic Resolution ◽

Protecting Group ◽

Group A ◽

Catalytic Asymmetric

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

Kinetic Resolution of Unsaturated Carboxylic Acids via Protolactonization

Synfacts ◽

10.1055/s-0033-1339441 ◽

2013 ◽

Vol 9 (08) ◽

pp. 0894-0894

Keyword(s):

Carboxylic Acids ◽

Kinetic Resolution ◽

Unsaturated Carboxylic Acids

(R)-(+)-N-Methylbenzoguanidine ((R)-NMBG) catalyzed kinetic resolution of racemic secondary benzylic alcohols with free carboxylic acids by asymmetric esterification

Organic & Biomolecular Chemistry ◽

10.1039/c1ob05736g ◽

2011 ◽

Vol 9 (20) ◽

pp. 7092 ◽

Cited By ~ 19

Author(s):

Kenya Nakata ◽

Isamu Shiina

Keyword(s):

Carboxylic Acids ◽

Kinetic Resolution ◽

Benzylic Alcohols

Kinetic Resolution of the Racemic 1-(Aryloxazol-2-yl)carbinols with Achiral Carboxylic Acids by Asymmetric Esterification: A New Method for the Preparation of Chiral 1,2-Amino Alcohols

Heterocycles ◽

10.3987/com-10-s(e)120 ◽

2010 ◽

Vol 82 (2) ◽

pp. 1171 ◽

Cited By ~ 1

Author(s):

Isamu Shiina ◽

Kenya Nakata ◽

Keisuke Ono

Keyword(s):

Carboxylic Acids ◽

Kinetic Resolution ◽

Amino Alcohols ◽

New Method

Highly Selective Enzymatic Kinetic Resolution of Primary Amines at 80 °C: A Comparative Study of Carboxylic Acids and Their Ethyl Esters as Acyl Donors

The Journal of Organic Chemistry ◽

10.1021/jo071069t ◽

2007 ◽

Vol 72 (18) ◽

pp. 6918-6923 ◽

Cited By ~ 47

Author(s):

Malek Nechab ◽

Nadia Azzi ◽

Nicolas Vanthuyne ◽

Michèle Bertrand ◽

Stéphane Gastaldi ◽

...

Keyword(s):

Comparative Study ◽

Carboxylic Acids ◽

Kinetic Resolution ◽

Ethyl Esters ◽

Primary Amines ◽

Enzymatic Kinetic Resolution ◽

Acyl Donors