Literature DB >> 29711660

Nickel-Catalyzed Homoallylation of Aldehydes and Ketones with 1,3-Dienes and Complementary Promotion by Diethylzinc or Triethylborane.

Masanari Kimura1, Hidetaka Fujimatsu1, Akihiro Ezoe1, Kazufumi Shibata1, Masamichi Shimizu1, Satoru Matsumoto1, Yoshinao Tamaru1.   

Abstract

Regio- and stereoselective homoallylation of saturated aldehydes and ketones to give bishomoallyl alcohols 1,3-anti-1 is achieved with [Ni(acac)2 ] (cat.) and Et2 Zn [Eq. (a)]. This new catalyst system thus complements the previously reported combination of [Ni(acac)2 ] with Et3 B, which offers advantages in the homoallylation of unsaturated and aromatic aldehydes. acac=acetylacetonato. © 1999 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany.

Entities:  

Keywords:  Aldehydes; Alkylations; Ketones; Nickel; Zinc

Year:  1999        PMID： 29711660     DOI： 10.1002/(SICI)1521-3773(19990201)38:3<397::AID-ANIE397>3.0.CO;2-Y

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  11 in total

1.  A formal synthesis of the C1-C9 fragment of amphidinolide C employing the Tamaru reaction.

Authors:  Mahesh P Paudyal; Nigam P Rath; Christopher D Spilling
Journal:  Org Lett       Date:  2010-07-02       Impact factor: 6.005

2.  Ni-catalyzed borylative diene-aldehyde coupling: the remarkable effect of P(SiMe3)3.

Authors:  Hee Yeon Cho; James P Morken
Journal:  J Am Chem Soc       Date:  2010-06-09       Impact factor: 15.419

3.  Formation of C-C Bonds via Ruthenium Catalyzed Transfer Hydrogenation: Carbonyl Addition from the Alcohol or Aldehyde Oxidation Level.

Authors:  Fumitoshi Shibahara; Michael J Krische
Journal:  Chem Lett       Date:  2008       Impact factor: 1.389

4.  Direct ruthenium-catalyzed C-C coupling of ethanol: diene hydro-hydroxyethylation to form all-carbon quaternary centers.

Authors:  Hoon Han; Michael J Krische
Journal:  Org Lett       Date:  2010-06-18       Impact factor: 6.005

Review 5.  Intermolecular Metal-Catalyzed Reductive Coupling of Dienes, Allenes, and Enynes with Carbonyl Compounds and Imines.

Authors:  Michael Holmes; Leyah A Schwartz; Michael J Krische
Journal:  Chem Rev       Date:  2018-06-13       Impact factor: 60.622

6.  α-Silicon effect assisted Curtin-Hammett allylation using allylcopper reagents derived from 1,3-dienylsilanes.

Authors:  Shang Gao; Ming Chen
Journal:  Chem Sci       Date:  2019-06-28       Impact factor: 9.825

7.  Diastereo- and Enantioselective Access to Stereotriads through a Flexible Coupling of Substituted Aldehydes and Alkenes.

Authors:  Jing Li; Alexander Preinfalk; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-27       Impact factor: 15.336

8.  Ligand-controlled diastereodivergent, enantio- and regioselective copper-catalyzed hydroxyalkylboration of 1,3-dienes with ketones.

Authors:  Jian-Jun Feng; Yan Xu; Martin Oestreich
Journal:  Chem Sci       Date:  2019-08-20       Impact factor: 9.825

Review 9.  All-carbon [3 + 2] cycloaddition in natural product synthesis.

Authors:  Zhuo Wang; Junyang Liu
Journal:  Beilstein J Org Chem       Date:  2020-12-09       Impact factor: 2.883

10.  Chagosensine: A Riddle Wrapped in a Mystery Inside an Enigma.

Authors:  Marc Heinrich; John J Murphy; Marina K Ilg; Aurélien Letort; Jakub T Flasz; Petra Philipps; Alois Fürstner
Journal:  J Am Chem Soc       Date:  2020-03-20       Impact factor: 15.419
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.