Suzuki coupling for preparation of allenes – ligand effects and chirality transfer
Literature Information
Publication Date
2016-09-28
DOI
10.1039/C6QO00489J
Impact Factor
5.281
Authors
Hongwen Luo, Yihua Yu
View Original
Abstract
A general and efficient palladium-catalyzed coupling of propargylic carbonates with organoboronic acids has been developed by identifying a commercially available semi-labile bidentated o-(diphenylphosphino)benzaldehyde as the effective ligand affording allenes under a set of very mild reaction conditions. Many functional groups are tolerated in this reaction, and high chirality transfer has also been realized in the presence of water leading to a very rapid reaction for the synthesis of easily racemized 1,3-diarylallenes. A rationale has been proposed to demonstrate the role of the ligand.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
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Oxalic acid compound with cyclohexylsulfamothioic O-acid (11)
CAS Number:
31895-22-4
Molecular Formula:
C7H13NO4S3
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