Literature DB >> 18941288

Polyborylated reagents for modern organic synthesis.

Masaki Shimizu1, Tamejiro Hiyama.   

Abstract

Diverse kinds of gem- and vic-diborylated compounds are now readily available thanks to advances in gem-diborylation of lithium carbenoids as well as vic-diborylation of carbon-carbon multiple bonds with diboron compounds. These diborylated reagents lead to invention of polyborylated reagents and many novel and useful synthetic methods for supreme stereocontrol. This review summarizes preparative methods and synthetic reactions of di- and polyborylated reagents with the emphasis on multiple bond formation.

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Year:  2008        PMID: 18941288      PMCID: PMC2805506          DOI: 10.2183/pjab.84.75

Source DB:  PubMed          Journal:  Proc Jpn Acad Ser B Phys Biol Sci        ISSN: 0386-2208            Impact factor:   3.493


  9 in total

1.  Parallel Synthesis of Tamoxifen and Derivatives on Solid Support via Resin Capture.

Authors:  S. David Brown; Robert W. Armstrong
Journal:  J Org Chem       Date:  1997-10-17       Impact factor: 4.354

2.  Unusual diboration of allenes catalyzed by palladium complexes and organic iodides: a new efficient route to biboronic compounds.

Authors:  F Y Yang; C H Cheng
Journal:  J Am Chem Soc       Date:  2001-01-31       Impact factor: 15.419

3.  Stereocontrolled synthesis of tetrasubstituted olefins.

Authors:  Alison B Flynn; William W Ogilvie
Journal:  Chem Rev       Date:  2007-10-31       Impact factor: 60.622

4.  Geminal Difunctionalization of Alkenylidene-Type Carbenoids by Using Interelement Compounds.

Authors:  Takeshi Hata; Hirotaka Kitagawa; Hirokazu Masai; Takuya Kurahashi; Masaki Shimizu; Tamejiro Hiyama
Journal:  Angew Chem Int Ed Engl       Date:  2001-02-16       Impact factor: 15.336

5.  Stereoselective cross-coupling reaction of 1,1-Diboryl-1-alkenes with electrophiles: a highly stereocontrolled approach to 1,1,2-triaryl-1-alkenes.

Authors:  Masaki Shimizu; Chihiro Nakamaki; Katsuhiro Shimono; Michael Schelper; Takuya Kurahashi; Tamejiro Hiyama
Journal:  J Am Chem Soc       Date:  2005-09-14       Impact factor: 15.419

6.  Concatenated catalytic asymmetric allene diboration/allylation/functionalization.

Authors:  Angela R Woodward; Heather E Burks; Louis M Chan; James P Morken
Journal:  Org Lett       Date:  2005-11-24       Impact factor: 6.005

7.  Palladium-catalyzed enantioselective diboration of prochiral allenes.

Authors:  Nicholas F Pelz; Angela R Woodward; Heather E Burks; Joshua D Sieber; James P Morken
Journal:  J Am Chem Soc       Date:  2004-12-22       Impact factor: 15.419

8.  Catalytic enantioselective hydrogenation of vinyl bis(boronates).

Authors:  Jeremy B Morgan; James P Morken
Journal:  J Am Chem Soc       Date:  2004-12-01       Impact factor: 15.419

9.  Rhodium-catalyzed enantioselective diboration of simple alkenes.

Authors:  Jeremy B Morgan; Steven P Miller; James P Morken
Journal:  J Am Chem Soc       Date:  2003-07-23       Impact factor: 15.419

  9 in total
  2 in total

1.  Regio- and Stereoselective Synthesis of 1,1-Diborylalkenes via Brønsted Base-Catalyzed Mixed Diboration of Alkynyl Esters and Amides with BpinBdan.

Authors:  Xiaocui Liu; Wenbo Ming; Xiaoling Luo; Alexandra Friedrich; Jan Maier; Udo Radius; Webster L Santos; Todd B Marder
Journal:  European J Org Chem       Date:  2020-03-18

2.  Copper-Catalyzed Triboration: Straightforward, Atom-Economical Synthesis of 1,1,1-Triborylalkanes from Terminal Alkynes and HBpin.

Authors:  Xiaocui Liu; Wenbo Ming; Yixiao Zhang; Alexandra Friedrich; Todd B Marder
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-11       Impact factor: 15.336

  2 in total

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