Literature DB >> 34043367

Synthesis of 1,1-Diboryl Alkenes Using the Boryl-Heck Reaction.

Olamide O Idowu1, Jacob C Hayes1, William B Reid1, Donald A Watson1.   

Abstract

The synthesis of 1,1-diboryl alkenes from terminal alkenes is reported. 1,1-Regioselective addition is observed for both conjugated and unconjugated alkenes, allowing for a single method to prepare a wide range of 1,1-diboryl alkenes.

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Year:  2021        PMID： 34043367      PMCID： PMC8217338          DOI： 10.1021/acs.orglett.1c01567

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.072


  29 in total

1.  Rhodium catalysed dehydrogenative borylation of alkenes: vinylboronates via C-H activation.

Authors:  Ibraheem A I Mkhalid; R Benjamin Coapes; S Natasha Edes; David N Coventry; Fabio E S Souza; Rhodri Ll Thomas; Jonathan J Hall; Si-Wei Bi; Zhenyang Lin; Todd B Marder
Journal:  Dalton Trans       Date:  2007-12-20       Impact factor: 4.390

2.  Cobalt-Catalyzed 1,1-Diboration of Terminal Alkynes: Scope, Mechanism, and Synthetic Applications.

Authors:  Simon Krautwald; Máté J Bezdek; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2017-03-01       Impact factor: 15.419

3.  Direct Synthesis of Alkenyl Boronic Esters from Unfunctionalized Alkenes: A Boryl-Heck Reaction.

Authors:  William B Reid; Jesse J Spillane; Sarah B Krause; Donald A Watson
Journal:  J Am Chem Soc       Date:  2016-04-22       Impact factor: 15.419

4.  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

5.  Diastereo- and Enantioselective Synthesis of (E)-δ-Boryl-Substituted anti-Homoallylic Alcohols in Two Steps from Terminal Alkynes.

Authors:  Tomoya Miura; Naoki Oku; Masahiro Murakami
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-29       Impact factor: 15.336

6.  Synthesis of (2,2-Diborylvinyl)arenes by Rhodium-Catalyzed Desulfanylative gem-Diborylation of 2-Arylvinyl Sulfides.

Authors:  Yuta Uetake; Motoyuki Isoda; Takashi Niwa; Takamitsu Hosoya
Journal:  Org Lett       Date:  2019-06-24       Impact factor: 6.005

7.  Palladium-catalyzed carboboration of alkynes using chloroborane and organozirconium reagents.

Authors:  Masaki Daini; Michinori Suginome
Journal:  Chem Commun (Camb)       Date:  2008-09-12       Impact factor: 6.222

8.  Synthesis of Multisubstituted Olefins through Regio- and Stereoselective Addition of Interelement Compounds Having B-Si, B-B, and Cl-S Bonds to Alkynes, and Subsequent Cross-Couplings.

Authors:  Masayuki Iwasaki; Yasushi Nishihara
Journal:  Chem Rec       Date:  2016-06-22       Impact factor: 6.771

9.  Photoredox-Mediated Reaction of gem-Diborylalkenes: Reactivity Toward Diverse 1,1-Bisborylalkanes.

Authors:  Nivesh Kumar; Nadim Eghbarieh; Tamar Stein; Alexander I Shames; Ahmad Masarwa
Journal:  Chemistry       Date:  2020-04-15       Impact factor: 5.236

10.  Heck-like Reactions Involving Heteroatomic Electrophiles.

Authors:  Bojan Vulovic; Donald A Watson
Journal:  European J Org Chem       Date:  2017-07-05
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  1 in total

1.  Stereoselective Cyclopropanation of 1,1-Diborylalkenes via Palladium-Catalyzed (Trimethylsilyl)diazomethane Insertion.

Authors:  Oriol Salvado; Paula Dominguez-Molano; Elena Fernández
Journal:  Org Lett       Date:  2022-07-07       Impact factor: 6.072
  1 in total

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