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 Lewis acid-promoted [2 + 2] cycloadditions of alkenes with aryl ketenes.

Literature DB >> 26419921

Lewis acid-promoted [2 + 2] cycloadditions of alkenes with aryl ketenes.

E M Rigsbee¹, C Zhou, C M Rasik, A Z Spitz, A J Nichols, M K Brown.

Abstract

A method for the [2 + 2] cycloaddition of aryl ketenes and alkenes is presented. The process involves the in situ generation of a ketene in the presence of a Lewis acid. The utility of products is demonstrated towards the synthesis of a common scaffold found in several natural product families.

Entities: Chemical

Year: 2015 PMID： 26419921 PMCID： PMC4814371 DOI： 10.1039/c5ob01837d

Source DB: PubMed Journal: Org Biomol Chem ISSN： 1477-0520 Impact factor: 3.876

13 in total

1. Enantiomerically pure cyclobutane derivatives and their use in organic synthesis.

Authors: Edward Lee-Ruff; Gabriela Mladenova
Journal: Chem Rev Date: 2003-04 Impact factor: 60.622

2. Sterostreins F-O, illudalanes and norilludalanes from cultures of the Basidiomycete Stereum ostrea BCC 22955.

Authors: Masahiko Isaka; Urarat Srisanoh; Malipan Sappan; Sumalee Supothina; Thitiya Boonpratuang
Journal: Phytochemistry Date: 2012-05-15 Impact factor: 4.072

3. Novel polyketide metabolites from Streptomyces rimosus mutant strain R1059.

Authors: Myrna A Deseo; lain S Hunter; Peter G Waterman
Journal: J Antibiot (Tokyo) Date: 2005-12 Impact factor: 2.649

4. Origins of diastereoselectivity in Lewis acid promoted ketene-alkene [2 + 2] cycloadditions.

Authors: Christopher M Rasik; Young J Hong; Dean J Tantillo; M Kevin Brown
Journal: Org Lett Date: 2014-09-17 Impact factor: 6.005

5. Catalytic Asymmetric Propionate Aldol Reactions via Acyl Halide-Aldehyde Cyclocondensations.

Authors:
Journal: Org Lett Date: 2000-06-29 Impact factor: 6.005

6. Sterostreins A-E, new terpenoids from cultures of the Basidiomycete Stereum ostrea BCC 22955.

Authors: Masahiko Isaka; Urarat Srisanoh; Wilunda Choowong; Thitiya Boonpratuang
Journal: Org Lett Date: 2011-08-17 Impact factor: 6.005

7. 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

Lewis acid-promoted [2 + 2] cycloadditions of alkenes with aryl ketenes.

1. Enantiomerically pure cyclobutane derivatives and their use in organic synthesis.

2. Sterostreins F-O, illudalanes and norilludalanes from cultures of the Basidiomycete Stereum ostrea BCC 22955.

3. Novel polyketide metabolites from Streptomyces rimosus mutant strain R1059.

4. Origins of diastereoselectivity in Lewis acid promoted ketene-alkene [2 + 2] cycloadditions.

5. Catalytic Asymmetric Propionate Aldol Reactions via Acyl Halide-Aldehyde Cyclocondensations.

6. Sterostreins A-E, new terpenoids from cultures of the Basidiomycete Stereum ostrea BCC 22955.

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

8. Synthesis of (-)-tetracycline.

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

10. Bifunctional asymmetric catalysis: cooperative Lewis acid/base systems.

1. 1,4-Aryl migration in ketene-derived enolates by a polar-radical-crossover cascade.