1104637-53-7Relevant articles and documents
A simple and general platform for generating stereochemically complex polyene frameworks by iterative cross-coupling
Lee, Suk Joong,Anderson, Thomas M.,Burke, Martin D.
, p. 8860 - 8863 (2010)
Not so complex: A novel iterative cross-coupling strategy provides access to useful building blocks that enable the simple preparation of complex polyene natural-product motifs in all possible stereoisomeric forms. The method was used to synthesize the polyene core of vacidin A (see structure).
A Mild Method for Making MIDA Boronates
Kelly, Aidan M.,Chen, Peng-Jui,Klubnick, Jenna,Blair, Daniel J.,Burke, Martin D.
supporting information, p. 9408 - 9414 (2020/09/15)
We disclose that a predried form of methyliminodiacetic acid (MIDA), MIDA anhydride, acts as both a source of the MIDA ligand and an in situ desiccant to enable a mild and simple MIDA boronate synthesis procedure. This method expands the range of sensitive boronic acids that can be converted into their MIDA boronate counterparts. Further utilizing unique properties of MIDA boronates, we have developed a MIDA Boronate Maker Kit which enables the direct preparation and purification of MIDA boronates from boronic acids using only heating and centrifuge equipment that is widely available in laboratories that do not specialize in organic synthesis.
Synthesis of fluorinated amphoteric organoborons: Via iodofluorination of alkynyl and alkenyl MIDA boronates
Fan, Wen-Xin,Li, Ji-Lin,Lv, Wen-Xin,Yang, Ling,Li, Qingjiang,Wang, Honggen
supporting information, p. 82 - 85 (2019/12/25)
The iodofluorination of alkynyl and alkenyl MIDA (N-methyliminodiacetyl) boronates led to the synthesis of two types of fluorinated organoborons bearing a valuable C-I bond. The B(MIDA) moiety confers exclusive regioselectivity to the reaction, and the products were formed in generally good yields. Preliminary utility of the products was demonstrated.
Methods for Forming Protected Organoboronic Acids
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Page/Page column 14, (2011/09/14)
Described are methods of forming protected boronic acids that provide in a manner that is straightforward, scalable, and cost-effective a wide variety of building blocks, such as building blocks containing complex and/or pharmaceutically important structures, and/or provide simple or complex protected organoboronic acid building blocks. A first method includes reacting an imino-di-carboxylic acid and an organoboronate salt. A second method includes reacting a N-substituted morpholine dione and an organoboronic acid.
