Search Results - "Sreenilayam, Gopeekrishnan"
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Biocatalytic Synthesis of Allylic and Allenyl Sulfides through a Myoglobin-Catalyzed Doyle-Kirmse Reaction
Published in Angewandte Chemie International Edition (17-10-2016)“…The first example of a biocatalytic [2,3]‐sigmatropic rearrangement reaction involving allylic sulfides and diazo reagents (Doyle–Kirmse reaction) is reported…”
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Journal Article -
2
Metal Substitution Modulates the Reactivity and Extends the Reaction Scope of Myoglobin Carbene Transfer Catalysts
Published in Advanced synthesis & catalysis (19-06-2017)“…Engineered myoglobins have recently emerged as promising scaffolds for catalyzing carbene‐mediated transformations. In this work, we investigated the effect of…”
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Journal Article -
3
Myoglobin-catalyzed intermolecular carbene N-H insertion with arylamine substrates
Published in Chemical communications (Cambridge, England) (28-01-2015)“…Engineered variants of the heme-containing protein myoglobin can efficiently catalyze the insertion of α-diazo esters into the N-H bond of arylamines,…”
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Journal Article -
4
Gram-Scale Synthesis of Chiral Cyclopropane-Containing Drugs and Drug Precursors with Engineered Myoglobin Catalysts Featuring Complementary Stereoselectivity
Published in Angewandte Chemie International Edition (23-12-2016)“…Engineered hemoproteins have recently emerged as promising systems for promoting asymmetric cyclopropanations, but variants featuring predictable,…”
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Journal Article -
5
Stereoselective Olefin Cyclopropanation under Aerobic Conditions with an Artificial Enzyme Incorporating an Iron-Chlorin e6 Cofactor
Published in ACS catalysis (03-11-2017)“…Myoglobin has recently emerged as a promising biocatalyst for catalyzing carbene-mediated cyclopropanation, a synthetically valuable transformation not found…”
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Journal Article -
6
Enantioselective Synthesis of α‑Trifluoromethyl Amines via Biocatalytic N–H Bond Insertion with Acceptor-Acceptor Carbene Donors
Published in Journal of the American Chemical Society (16-02-2022)“…The biocatalytic toolbox has recently been expanded to include enzyme-catalyzed carbene transfer reactions not occurring in Nature. Herein, we report the…”
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Journal Article -
7
Unified Strategy for 1,5,9- and 1,5,7-Triols via Configuration-Encoded 1,5-Polyol Synthesis: Enantioselective Preparation of γ‑Sulfonyl-α-silyloxyaldehydes and Iterative Julia–Kocienski Coupling
Published in Journal of organic chemistry (16-11-2018)“…Diverse classes of natural products contain chiral 1,5-polyols, within which may be stereochemical triads of 1,5,9- and 1,5,7-triols. Biological activities…”
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Journal Article -
8
Biocatalytic synthesis of allylic and allenyl sulfides via a myoglobin-catalyzed Doyle-Kirmse reaction
Published in Angewandte Chemie International Edition (20-09-2016)“…The first example of a biocatalytic [ 2 , 3 ]-sigmatropic rearrangement reaction involving allylic sulfides and diazo reagents (Doyle-Kirmse reaction) is…”
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Journal Article -
9
Versatile Configuration-Encoded Strategy for Rapid Synthesis of 1,5-Polyol Stereoisomers
Published in Organic letters (05-11-2010)“…The isolated stereogenic centers of 1,5-polyol-containing natural products present challenges to synthesis and structure determination. To address this…”
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Journal Article -
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1,5-Polyols: Challenging motifs for configurational assignment and synthesis
Published in Pure and applied chemistry (31-01-2011)“…Despite the well-established methods for stereochemical assignments and synthesis of 1,3-diols, the corresponding 1,5-diols and -polyols present specific…”
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Journal Article -
11
Preparation of enol ester epoxides and their ring-opening to α-silyloxyaldehydes
Published in Tetrahedron letters (19-09-2012)“…The Z-selective ruthenium-catalyzed addition of aromatic carboxylic acids to alkynes was followed by dioxirane epoxidation to furnish enol ester epoxides with…”
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Journal Article -
12
Gram-Scale Synthesis of Chiral Cyclopropane-Containing Drugs and Drug Precursors with Engineered Myoglobin Catalysts Featuring Complementary Stereoselectivity
Published in Angewandte Chemie (23-12-2016)“…Engineered hemoproteins have recently emerged as promising systems for promoting asymmetric cyclopropanations, but variants featuring predictable,…”
Get full text
Journal Article -
13
Biocatalytic Synthesis of Allylic and Allenyl Sulfides through a Myoglobin-Catalyzed Doyle-Kirmse Reaction
Published in Angewandte Chemie (17-10-2016)“…The first example of a biocatalytic [2,3]‐sigmatropic rearrangement reaction involving allylic sulfides and diazo reagents (Doyle–Kirmse reaction) is reported…”
Get full text
Journal Article -
14
Preparation of enol ester epoxides and their ring-opening to [alpha]-silyloxyaldehydes
Published in Tetrahedron letters (19-09-2012)“…The Z-selective ruthenium-catalyzed addition of aromatic carboxylic acids to alkynes was followed by dioxirane epoxidation to furnish enol ester epoxides with…”
Get full text
Journal Article -
15
Asymmetric 1,5-polyol synthesis: A concise configuration-encoded approach
Published 01-01-2011“…Chiral 1,5-polyol motifs are found in many biologically active, diverse classes of natural products and pharmaceutical drug candidates. Some notable examples…”
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Dissertation -
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Asymmetric 1,5-polyol synthesis: A concise configuration-encoded approach
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Dissertation