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Oxacycle synthesis via intramolecular reaction of carbanions and peroxides.

ABSTRACT: The intramolecular reaction of dialkyl peroxides with carbanions, generated via chemoselective metal-heteroatom exchange or deprotonation, provides a new approach to cyclic ethers. Applied in tandem with C-C bond formation, the strategy enables a one-step annelation to form oxaospirocycles.

SUBMITTER: Willand-Charnley R

PROVIDER: S-EPMC4004269 | biostudies-literature | 2014 Apr

REPOSITORIES: biostudies-literature

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Oxacycle synthesis via intramolecular reaction of carbanions and peroxides.

Willand-Charnley Rachel R Puffer Benjamin W BW Dussault Patrick H PH

Journal of the American Chemical Society 20140409 16

The intramolecular reaction of dialkyl peroxides with carbanions, generated via chemoselective metal-heteroatom exchange or deprotonation, provides a new approach to cyclic ethers. Applied in tandem with C-C bond formation, the strategy enables a one-step annelation to form oxaospirocycles. ...[more]

PMID: 24702123

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