Literature DB >> 10825965

Some allylic substituent effects in ring-closing metathesis reactions: allylic alcohol activation.

T R Hoye1, H Zhao.   

Abstract

[formula: see text] Dienes 2a-e were used to study allylic substituent effects in the ring-closing metathesis reaction (RCM). Both the steric and electronic character of the allylic substituents were found to influence alkene reactivities. Free allylic hydroxyl groups exert a large activating effect on the RCM reaction rates.

Entities:  

Mesh：

Substances：

Year:  1999        PMID： 10825965     DOI： 10.1021/ol990947+

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  11 in total

1.  Cross-metathesis-based approaches to heteroaromatics: combining catalysts for furan formation.

Authors:  Michael J Krische
Journal:  Proc Natl Acad Sci U S A       Date:  2010-02-18       Impact factor: 11.205

2.  An expedient route to substituted furans via olefin cross-metathesis.

Authors:  Timothy J Donohoe; John F Bower
Journal:  Proc Natl Acad Sci U S A       Date:  2010-02-08       Impact factor: 11.205

3.  Glycomimetic building blocks: a divergent synthesis of epimers of shikimic acid.

Authors:  Joseph C Grim; Kathleen C A Garber; Laura L Kiessling
Journal:  Org Lett       Date:  2011-06-28       Impact factor: 6.005

4.  The allylic chalcogen effect in olefin metathesis.

Authors:  Yuya A Lin; Benjamin G Davis
Journal:  Beilstein J Org Chem       Date:  2010-12-23       Impact factor: 2.883

5.  Tandem enyne metathesis-metallotropic [1,3]-shift for a concise total syntheses of (+)-asperpentyn, (-)-harveynone, and (-)-tricholomenyn A.

Authors:  Jingwei Li; Sangho Park; Reagan L Miller; Daesung Lee
Journal:  Org Lett       Date:  2009-02-05       Impact factor: 6.005

6.  Enantioselective total synthesis of pladienolide B: a potent spliceosome inhibitor.

Authors:  Arun K Ghosh; David D Anderson
Journal:  Org Lett       Date:  2012-09-06       Impact factor: 6.005

7.  Total Synthesis of the Spliceosome Modulator Pladienolide B via Asymmetric Alcohol-Mediated syn- and anti-Diastereoselective Carbonyl Crotylation.

Authors:  Minjin Yoo; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-11       Impact factor: 16.823

8.  Rapid cross-metathesis for reversible protein modifications via chemical access to Se-allyl-selenocysteine in proteins.

Authors:  Yuya A Lin; Omar Boutureira; Lukas Lercher; Bhaskar Bhushan; Robert S Paton; Benjamin G Davis
Journal:  J Am Chem Soc       Date:  2013-08-08       Impact factor: 15.419

Review 9.  Beyond catalyst deactivation: cross-metathesis involving olefins containing N-heteroaromatics.

Authors:  Kevin Lafaye; Cyril Bosset; Lionel Nicolas; Amandine Guérinot; Janine Cossy
Journal:  Beilstein J Org Chem       Date:  2015-11-18       Impact factor: 2.883

10.  Z-Selective olefin metathesis on peptides: investigation of side-chain influence, preorganization, and guidelines in substrate selection.

Authors:  Shane L Mangold; Daniel J O'Leary; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2014-08-20       Impact factor: 15.419
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.