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Literature DB >> 19117489

Synthesis of chromans via [3 + 3] cyclocoupling of phenols with allylic alcohols using a Mo/o-chloranil catalyst system.

Abstract

The combination of a molybdenum complex (CpMoCl(CO)(3) or [CpMo(CO)(3)](2)) and o-chloranil was used as a catalyst in the [3 + 3] cyclocoupling of phenols and allylic alcohols under microwave heating conditions. Substituted chromans were selectively obtained in moderate to good isolated yields.

Entities: Chemical

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Year: 2009 PMID： 19117489 DOI： 10.1021/ol802800s

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

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Cited

8 in total

1. Total synthesis of (±)-phomactin A. Lessons learned from respecting a challenging structural topology.

Authors: Grant S Buchanan; Kevin P Cole; Yu Tang; Richard P Hsung
Journal: J Org Chem Date: 2011-08-05 Impact factor: 4.354

2. Domino access to highly substituted chromans and isochromans from carbohydrates.

Authors: Markus Leibeling; Dennis C Koester; Martin Pawliczek; Svenia C Schild; Daniel B Werz
Journal: Nat Chem Biol Date: 2010-01-24 Impact factor: 15.040

3. Catalytic, Enantioselective, Intramolecular Sulfenofunctionalization of Alkenes with Phenols.

Authors: Scott E Denmark; David J P Kornfilt
Journal: J Org Chem Date: 2017-03-03 Impact factor: 4.354

4. Diastereoselective synthesis of chroman bearing spirobenzofuranone scaffolds via oxa-Michael/1,6-conjugated addition of para-quinone methides with benzofuranone-type olefins.

Authors: Hongmei Qin; Qimei Xie; Long He
Journal: RSC Adv Date: 2022-06-06 Impact factor: 4.036

Synthesis of chromans via [3 + 3] cyclocoupling of phenols with allylic alcohols using a Mo/o-chloranil catalyst system.

1. Total synthesis of (±)-phomactin A. Lessons learned from respecting a challenging structural topology.

2. Domino access to highly substituted chromans and isochromans from carbohydrates.

3. Catalytic, Enantioselective, Intramolecular Sulfenofunctionalization of Alkenes with Phenols.

4. Diastereoselective synthesis of chroman bearing spirobenzofuranone scaffolds via oxa-Michael/1,6-conjugated addition of para-quinone methides with benzofuranone-type olefins.

5. A review of new developments in the Friedel-Crafts alkylation - From green chemistry to asymmetric catalysis.

6. C-H bond functionalization via hydride transfer: synthesis of dihydrobenzopyrans from ortho-vinylaryl akyl ethers.

7. Total Syntheses of Proposed (±)-Trichodermatides B and C.

8. Gold(I)-catalysed one-pot synthesis of chromans using allylic alcohols and phenols.