Literature DB >> 29104371

Silyl-Heck Reactions for the Preparation of Unsaturated Organosilanes.

Sara E S Martin1, Donald A Watson1.   

Abstract

Few methods exist to directly install silyl functionality onto olefins. This Synpacts highlights the state of the art of the silyl-Heck reaction and our recently developed conditions for preparing allyl and vinyl silanes from terminal alkenes using this method.

Entities:  

Keywords:  alkene; allyl silane; palladium; silyl-Heck reaction; vinyl silane

Year:  2013        PMID: 29104371      PMCID: PMC5665371          DOI: 10.1055/s-0033-1339795

Source DB:  PubMed          Journal:  Synlett        ISSN: 0936-5214            Impact factor:   2.454


  17 in total

1.  Stereochemical Control in Organic Synthesis Using Silicon-Containing Compounds.

Authors:  Ian Fleming; Asuncion Barbero; David Walter
Journal:  Chem Rev       Date:  1997-10-01       Impact factor: 60.622

Review 2.  Silicon-based cross-coupling reactions in the total synthesis of natural products.

Authors:  Scott E Denmark; Jack H-C Liu
Journal:  Angew Chem Int Ed Engl       Date:  2010-04-12       Impact factor: 15.336

3.  Silicon-based cross-coupling reaction: an environmentally benign version.

Authors:  Yoshiaki Nakao; Tamejiro Hiyama
Journal:  Chem Soc Rev       Date:  2011-07-14       Impact factor: 54.564

4.  Iridium-catalyzed, diastereoselective dehydrogenative silylation of terminal alkenes with (TMSO)2MeSiH.

Authors:  Chen Cheng; Eric M Simmons; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2013-07-15       Impact factor: 15.336

5.  One-pot synthesis of (E)-styryl ketones from styrenes.

Authors:  Piotr Pawluć; Justyna Szudkowska; Grzegorz Hreczycho; Bogdan Marciniec
Journal:  J Org Chem       Date:  2011-07-12       Impact factor: 4.354

6.  Preparation of allyl and vinyl silanes by the palladium-catalyzed silylation of terminal olefins: a silyl-Heck reaction.

Authors:  Jesse R McAtee; Sara E S Martin; Derek T Ahneman; Keywan A Johnson; Donald A Watson
Journal:  Angew Chem Int Ed Engl       Date:  2012-03-01       Impact factor: 15.336

7.  Acceleration of alkenyltrimethylsilane fluorination under mild conditions using ultrasound.

Authors:  Reza Ranjbar-Karimi
Journal:  Ultrason Sonochem       Date:  2010-02-16       Impact factor: 7.491

8.  Alkyne hydrosilylation catalyzed by a cationic ruthenium complex: efficient and general trans addition.

Authors:  Barry M Trost; Zachary T Ball
Journal:  J Am Chem Soc       Date:  2005-12-21       Impact factor: 15.419

9.  Iridium-catalyzed (Z)-trialkylsilylation of terminal olefins.

Authors:  Biao Lu; J R Falck
Journal:  J Org Chem       Date:  2010-03-05       Impact factor: 4.354

10.  Pd-catalyzed synthesis of allylic silanes from allylic ethers.

Authors:  Ralph Moser; Takashi Nishikata; Bruce H Lipshutz
Journal:  Org Lett       Date:  2010-01-01       Impact factor: 6.005

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  3 in total

Review 1.  Cross-Coupling of Heteroatomic Electrophiles.

Authors:  Katerina M Korch; Donald A Watson
Journal:  Chem Rev       Date:  2019-06-11       Impact factor: 60.622

2.  Synthesis of Unsaturated Silyl Heterocycles via an Intramolecular Silyl-Heck Reaction.

Authors:  William B Reid; Jesse R McAtee; Donald A Watson
Journal:  Organometallics       Date:  2019-09-26       Impact factor: 3.876

3.  A Bench-Stable, Single-Component Precatalyst for Silyl-Heck Reactions.

Authors:  Sarah B Krause; Jesse R McAtee; Glenn P A Yap; Donald A Watson
Journal:  Org Lett       Date:  2017-09-29       Impact factor: 6.005

  3 in total

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