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Literature DB >> 12404358

The B-Alkyl Suzuki-Miyaura Cross-Coupling Reaction: Development, Mechanistic Study, and Applications in Natural Product Synthesis A list of abbreviations can be found at the end of the article.

Sherry R. Chemler¹, Dirk Trauner, Samuel J. Danishefsky.

Abstract

The development of new reactions that facilitate the creative and efficient synthesis of molecular structures with desirable properties continues to fascinate chemists. The test of a significant contribution is its acceptance over time by the scientific community. The B-alkyl Suzuki-Miyaura cross-coupling reaction appears to be one such reaction. Since its disclosure by Suzuki and Miyaura in 1986, this reaction has been an attractive solution to challenging synthetic problems.

Entities: Disease

Year: 2001 PMID： 12404358 DOI： 10.1002/1521-3773(20011217)40:24<4544::aid-anie4544>3.0.co;2-n

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

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Cited

94 in total

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5. Polyketide assembly by alkene-alkyne reductive cross-coupling: spiroketals through the union of homoallylic alcohols.

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6. Modular Terpenoid Construction via Catalytic Enantioselective Formation of All-Carbon Quaternary Centers: Total Synthesis of Oridamycin A, Triptoquinones B and C, and Isoiresin.

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Journal: J Am Chem Soc Date: 2016-09-15 Impact factor: 15.419

The B-Alkyl Suzuki-Miyaura Cross-Coupling Reaction: Development, Mechanistic Study, and Applications in Natural Product Synthesis A list of abbreviations can be found at the end of the article.

1. Nickel-catalyzed coupling reactions of alkyl electrophiles, including unactivated tertiary halides, to generate carbon-boron bonds.

Review 2. Recent methodologies toward the synthesis of valdecoxib: a potential 3,4-diarylisoxazolyl COX-II inhibitor.

3. Palladium-catalyzed borylation of primary alkyl bromides.

4. Design and synthesis of C6-C8 bridged epothilone A.

5. Polyketide assembly by alkene-alkyne reductive cross-coupling: spiroketals through the union of homoallylic alcohols.

6. Modular Terpenoid Construction via Catalytic Enantioselective Formation of All-Carbon Quaternary Centers: Total Synthesis of Oridamycin A, Triptoquinones B and C, and Isoiresin.

7. Preparation and wittig reactions of organotrifluoroborato phosphonium ylides.

8. Catalytic, enantioselective, intramolecular carbosulfenylation of olefins. Preparative and stereochemical aspects.

9. Total synthesis and stereochemical assignment of (-)-ushikulide A.

10. Exploiting orthogonally reactive functionality: synthesis and stereochemical assignment of (-)-ushikulide A.