Catalytic generation of activated carboxylates: direct, stereoselective synthesis of beta-hydroxyesters from epoxyaldehydes

Journal of the American Chemical Society
Kenneth Yu-Kin Chow, Jeffrey W Bode

Abstract

The catalytic generation of activated carboxylates from epoxyaldehydes enables the direct, stereoselective synthesis of beta-hydroxyesters under mild, convenient reaction conditions. In addition to providing a new method for the synthesis of anti-aldol adducts, this chemistry unveils a mechanistically viable solution to the catalytic, waste-free synthesis of esters.

References


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Citations

Jul 21, 2009·Chemical Communications : Chem Comm·Pei-Chen ChiangJeffrey W Bode
Sep 21, 2010·Chemical Communications : Chem Comm·Chaolong LiXiaofeng Tong
Jan 19, 2012·Chemical Communications : Chem Comm·Magnus RuepingErli Sugiono
Jan 10, 2012·Chemical Communications : Chem Comm·Takuya UnoYoshiji Takemoto
Oct 27, 2010·Proceedings of the National Academy of Sciences of the United States of America·Juthanat KaeobamrungJeffrey W Bode
Nov 29, 2012·Rejuvenation Research·Taehan Kim, David A Spiegel
Aug 12, 2016·Accounts of Chemical Research·Wafa Gati, Hisashi Yamamoto
May 26, 2017·Organic & Biomolecular Chemistry·Qiao RenJian Wang
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May 12, 2015·Chemical Communications : Chem Comm·Zhong-Hua GaoSong Ye
Aug 4, 2016·Chemical Communications : Chem Comm·Robert W M Davidson, Matthew J Fuchter
Nov 23, 2017·Chemical Communications : Chem Comm·Zi-Song CongLin He
Sep 24, 2013·Nature Chemistry·Jeffrey W Bode
Jun 23, 2018·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Tetsuhiro Nemoto
Oct 15, 2013·Chemistry : a European Journal·Manuel KretschmerDirk Menche
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Dec 14, 2006·Angewandte Chemie·Jan VeselyArmando Córdova
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Feb 1, 2008·Angewandte Chemie·Scott E Denmark, Gregory L Beutner
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Oct 11, 2008·Angewandte Chemie·Joyram GuinArmido Studer
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May 26, 2011·Chemistry : a European Journal·Luca DeianaArmando Córdova
Mar 30, 2007·Chemical Communications : Chem Comm·Wolfgang SchraderFrank Glorius

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