A new polymer-supported Evans-type chiral auxiliary derived from α-hydroxy-β-amino acid, phenylnorstatine: synthesis and application in solid-phase asymmetric alkylation reactions

2004 ◽  
Vol 45 (18) ◽  
pp. 3651-3654 ◽  
Author(s):  
Tomoya Kotake ◽  
S Rajesh ◽  
Yoshio Hayashi ◽  
Yoshie Mukai ◽  
Mitsuhiro Ueda ◽  
...  
Keyword(s):  
Amino Acid ◽  
Solid Phase ◽  
Chiral Auxiliary ◽  
Asymmetric Alkylation ◽  
Polymer Supported ◽  
Alkylation Reactions

Design and synthesis of a new polymer-supported Evans-type oxazolidinone: an efficient chiral auxiliary in the solid-phase asymmetric alkylation reactions

Tetrahedron ◽  
2005 ◽  
Vol 61 (15) ◽  
pp. 3819-3833 ◽  
Author(s):  
Tomoya Kotake ◽  
Yoshio Hayashi ◽  
S. Rajesh ◽  
Yoshie Mukai ◽  
Yuka Takiguchi ◽  
...  
Keyword(s):  
Solid Phase ◽  
Chiral Auxiliary ◽  
Asymmetric Alkylation ◽  
Design And Synthesis ◽  
Polymer Supported ◽  
Alkylation Reactions

Solid phase asymmetric alkylation reactions using 2-imidazolidinone chiral auxiliary

2009 ◽  
Vol 50 (28) ◽  
pp. 4015-4018 ◽  
Author(s):  
Quynh Pham Bao Nguyen ◽  
Jae Nyoung Kim ◽  
Taek Hyeon Kim
Keyword(s):  
Solid Phase ◽  
Chiral Auxiliary ◽  
Asymmetric Alkylation ◽  
Alkylation Reactions

scholarly journals Non-cross-linked polystyrene-supported 2-imidazolidinone chiral auxiliary: synthesis and application in asymmetric alkylation reactions

2013 ◽  
Vol 9 ◽  
pp. 2113-2119 ◽  
Author(s):  
Quynh Pham Bao Nguyen ◽  
Taek Hyeon Kim
Keyword(s):  
Carboxylic Acids ◽  
Chiral Auxiliary ◽  
Chiral Auxiliaries ◽  
Soluble Polymer ◽  
Asymmetric Alkylation ◽  
Polymer Supported ◽  
Alkylation Reactions

Asymmetric alkylation reactions using non-cross-linked polystyrene (NCPS)-supported 2-imidazolidinone chiral auxiliaries were successfully investigated with excellent diastereocontrol (>99% de). The recovery and the recycling of this soluble polymer-supported chiral auxiliary were achieved in order to produce highly optical pure carboxylic acids.

A Strategy for Thioamide Incorporation During Fmoc Solid-Phase Peptide Synthesis with Robust Stereochemical Integrity

2019 ◽  
Author(s):  
luis camacho III ◽  
Bryan J. Lampkin ◽  
Brett VanVeller
Keyword(s):  
Amino Acid ◽  
Functional Groups ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Side Chains ◽  
Amino Acid Side Chains ◽  
Peptide Elongation

We describe a method to protect the sensitive stereochemistry of the thioamide—in analogy to the protection of the functional groups of amino acid side chains—in order to preserve the thioamide moiety during peptide elongation.<br>

Recent Application of Polystyrene-supported Triphenylphosphine in Solid-Phase Organic Synthesis

2019 ◽  
Vol 23 (6) ◽  
pp. 643-678
Author(s):  
Lalthazuala Rokhum ◽  
Ghanashyam Bez
Keyword(s):  
Organic Synthesis ◽  
Combinatorial Chemistry ◽  
Solid Phase ◽  
Recent Application ◽  
Organic Transformations ◽  
Solid Phase Organic Synthesis ◽  
Wide Range ◽  
Fast Development ◽  
Polymer Supported

Recent years have witnessed a fast development of solid phase synthetic pathways, a variety of solid-supported reagent and its applications in diverse synthetic strategies and pharmaceutical applicability’s. Polymer-supported triphenylphosphine is getting a lot of applications owing to the speed and simplicity in the process. Furthermore, ease of recyclability and reuse of polymer-supported triphenylphosphine added its advantages. This review covers a wide range of useful organic transformations which are accomplished using cross-linked polystyrene-supported triphenylphosphine with the aim of giving renewed interest in the field of organic and medicinal-combinatorial chemistry.

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