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<strong>Aldrich</strong><br />
Volume 11, Number 1<br />
<strong>Sigma</strong>-<strong>Aldrich</strong> Corporati<strong>on</strong><br />
6000 N. Teut<strong>on</strong>ia Ave.<br />
Milwaukee, WI 53209, USA<br />
Editorial Team<br />
Haydn Boehm, Ph.D.<br />
Wesley Smith<br />
Dean Llanas<br />
Sharbil J. Firsan, Ph.D.<br />
Weim<strong>in</strong> Qian, Ph.D.<br />
Producti<strong>on</strong> Team<br />
Cynthia Skaggs<br />
Carrie Spear<br />
Chris Le<strong>in</strong><br />
Tom Beckermann<br />
Christian Hagmann<br />
Denise de Voogd<br />
Chemistry Team<br />
Aar<strong>on</strong> Thornt<strong>on</strong>, Ph.D.<br />
Daniel Weibel, Ph.D.<br />
Joseph<strong>in</strong>e Nakhla, Ph.D.<br />
Matthias Junkers, Ph.D.<br />
Mark Redlich, Ph.D.<br />
Troy Ryba, Ph.D.<br />
Todd Halkoski<br />
Paula Freemantle<br />
Mike Willis<br />
<strong>Aldrich</strong> ChemFiles Subscripti<strong>on</strong>s<br />
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<strong>Sigma</strong>-<strong>Aldrich</strong> offi ce (see back cover).<br />
<strong>Aldrich</strong> ChemFiles Onl<strong>in</strong>e<br />
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particular use. See reverse side of <strong>in</strong>voice or pack<strong>in</strong>g slip for additi<strong>on</strong>al<br />
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<strong>Aldrich</strong> ChemFiles (ISSN 1933–9658) is a publicati<strong>on</strong> of <strong>Aldrich</strong><br />
Chemical Co., Inc. <strong>Aldrich</strong> is a member of <strong>the</strong> <strong>Sigma</strong>-<strong>Aldrich</strong> Group.<br />
© 2011 <strong>Sigma</strong>-<strong>Aldrich</strong> Co.<br />
Haydn Boehm, Ph. D.<br />
Global Market<strong>in</strong>g Manager: Chemical Syn<strong>the</strong>sis<br />
haydn.boehm@sial.com<br />
Introducti<strong>on</strong> 3<br />
Dear Chemists,<br />
Welcome to <strong>the</strong> fi rst editi<strong>on</strong> of <strong>the</strong> <strong>Aldrich</strong> ChemFiles for 2011.<br />
<strong>Aldrich</strong> ChemFiles is our FREE quarterly newsletter written by<br />
our experts <strong>in</strong> Product Management and R&D. Our aim is to<br />
keep you keep <strong>in</strong>formed of new <strong>Aldrich</strong> Chemistry products that facilitate <strong>the</strong> <strong>latest</strong><br />
<strong>research</strong> methodologies and trends, and allow you to access key start<strong>in</strong>g materials and<br />
reagents more effi ciently.<br />
As well as <strong>in</strong>troduc<strong>in</strong>g all <strong>the</strong> <strong>latest</strong> <strong>in</strong>novati<strong>on</strong>s across all our product l<strong>in</strong>es, each<br />
2011 editi<strong>on</strong> of <strong>Aldrich</strong> ChemFiles will be <strong>the</strong>med to a product l<strong>in</strong>e. <strong>Aldrich</strong> ChemFiles<br />
11.1 focuses <strong>on</strong> Organometallic Reagents, which is very timely as it aff ords me <strong>the</strong><br />
opportunity to welcome Dr. Aar<strong>on</strong> Thornt<strong>on</strong> as our new Organometallic Reagents<br />
Product Manager. Our cover molecule is cyclopropylbor<strong>on</strong>ic acid MIDA ester, which<br />
is a new additi<strong>on</strong> to our ever-grow<strong>in</strong>g MIDA bor<strong>on</strong>ate portfolio. Aar<strong>on</strong> also highlights<br />
our <strong>latest</strong> trifl uoroborates, a complementary strategy to MIDA bor<strong>on</strong>ates for selective<br />
Suzuki-Miyaura coupl<strong>in</strong>g reacti<strong>on</strong>s. This “Organometallics issue” also features our<br />
<strong>latest</strong> organot<strong>in</strong> reagents for Stille coupl<strong>in</strong>gs, as well as TurboGrignards for selective<br />
metallati<strong>on</strong>s.<br />
<strong>Aldrich</strong> ChemFiles 11.1 also <strong>in</strong>troduces our new iridium catalysts (Catalysis),<br />
<strong>in</strong>doles and thiazoles (Build<strong>in</strong>g Blocks), reagents for organometallic chemistry <strong>in</strong> water<br />
(Syn<strong>the</strong>tic Reagents) and ChemMatrix Res<strong>in</strong> for solid phase peptide syn<strong>the</strong>sis (Chemical<br />
Biology).<br />
We hope that <strong>Aldrich</strong> ChemFiles enables you to expand your <strong>research</strong> toolbox and<br />
advance your chemistry more eff ectively by implement<strong>in</strong>g <strong>the</strong> <strong>latest</strong> <strong>in</strong>novative<br />
syn<strong>the</strong>tic strategies.<br />
K<strong>in</strong>d Regards,<br />
Haydn Boehm, Ph. D.<br />
Global Market<strong>in</strong>g Manager: Chemical Syn<strong>the</strong>sis<br />
Table of C<strong>on</strong>tents<br />
Asymmetric Syn<strong>the</strong>sis ...............................................................................................................................4<br />
Catalysis ................................................................................................................................................................8<br />
Chemical Biology ....................................................................................................................................... 10<br />
Organometallic Reagents .................................................................................................................... 14<br />
Build<strong>in</strong>g Blocks ............................................................................................................................................ 22<br />
Syn<strong>the</strong>tic Reagents ................................................................................................................................... 24<br />
Stable Isotopes ............................................................................................................................................ 26<br />
Stockroom Reagents ...............................................................................................................................28<br />
Labware Notes .............................................................................................................................................. 30
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