Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 An unexpected Lewis acid catalyzed Diels-Alder cycloaddition of aryl allenes and acrylates.

Literature DB >> 27695139

An unexpected Lewis acid catalyzed Diels-Alder cycloaddition of aryl allenes and acrylates.

Abstract

An unexpected [4+2] cycloaddition of aryl allenes and simple acrylate derivatives is reported. This process functions well with a variety of allenes and acrylates to generate bi- and tricyclic dihydronaphthalene derivatives through a nonconventional bond disconnection.

Entities: Chemical Disease Gene

Keywords: Acrylates; Allenes; Cycloaddition; Diels-Alder; Lewis-acid

Year: 2016 PMID： 27695139 PMCID： PMC5038599 DOI： 10.1016/j.tet.2016.02.028

Source DB: PubMed Journal: Tetrahedron ISSN： 0040-4020 Impact factor: 2.457

Keyword Cloud
References

20 in total

1. Efficient synthesis of 9-aryldihydrophenanthrenes by a cascade reaction involving arynes and styrenes.

Authors: Sachin Suresh Bhojgude; Anup Bhunia; Rajesh G Gonnade; Akkattu T Biju
Journal: Org Lett Date: 2014-01-09 Impact factor: 6.005

2. 1,1-Divinylallene.

Authors: Katie M Cergol; Christopher G Newton; Andrew L Lawrence; Anthony C Willis; Michael N Paddon-Row; Michael S Sherburn
Journal: Angew Chem Int Ed Engl Date: 2011-09-14 Impact factor: 15.336

3. The pseudopterosins: anti-inflammatory and analgesic natural products from the sea whip Pseudopterogorgia elisabethae.

Authors: S A Look; W Fenical; R S Jacobs; J Clardy
Journal: Proc Natl Acad Sci U S A Date: 1986-09 Impact factor: 11.205

4. Total synthesis of gracilioether F: development and application of lewis Acid promoted ketene-alkene [2+2] cycloadditions and late-stage C-H oxidation.

Authors: Christopher M Rasik; M Kevin Brown
Journal: Angew Chem Int Ed Engl Date: 2014-10-30 Impact factor: 15.336

10. Catalytic enantioselective protoboration of disubstituted allenes. Access to alkenylboron compounds in high enantiomeric purity.

Authors: Hwanjong Jang; Byunghyuck Jung; Amir H Hoveyda
Journal: Org Lett Date: 2014-08-25 Impact factor: 6.005

An unexpected Lewis acid catalyzed Diels-Alder cycloaddition of aryl allenes and acrylates.

1. Efficient synthesis of 9-aryldihydrophenanthrenes by a cascade reaction involving arynes and styrenes.

2. 1,1-Divinylallene.

3. The pseudopterosins: anti-inflammatory and analgesic natural products from the sea whip Pseudopterogorgia elisabethae.

4. Total synthesis of gracilioether F: development and application of lewis Acid promoted ketene-alkene [2+2] cycloadditions and late-stage C-H oxidation.

5. Stereocontrolled IMDA reaction of styrene derivatives. A way to enantiopure 3a,4,9,9a-tetrahydrobenz[f]isoindolines.

6. Asymmetric synthesis of trisubstituted allenes: copper-catalyzed alkylation and arylation of propargylic phosphates.

7. Pseudopterosin synthesis from a chiral cross-conjugated hydrocarbon through a series of cycloadditions.

8. Lewis acid-promoted ketene-alkene [2 + 2] cycloadditions.

9. A thermal dehydrogenative Diels-Alder reaction of styrenes for the concise synthesis of functionalized naphthalenes.

10. Catalytic enantioselective protoboration of disubstituted allenes. Access to alkenylboron compounds in high enantiomeric purity.