Reactivity of RCu,BF3 and R2CuLi,BF3 toward the ether linkage. Epoxides, acetals and orthoformates

Ghribi, A.; Alexakis, Alexandre; Normant, Jean F.

doi:10.1016/0040-4039(84)80011-8

Scientific article

Letter

English

Reactivity of RCu,BF3 and R2CuLi,BF3 toward the ether linkage. Epoxides, acetals and orthoformates

ContributorsGhribi, A.; Alexakis, Alexandre; Normant, Jean F.

Published inTetrahedron letters, vol. 25, no. 29, p. 3075-3078

Publication date1984

Abstract

The association of BF3 to organocopper and cuprate reagents increases dramatically their reactivity towards epoxides. The same reagents cleave acetals to afford the product of substitution of one alkoxy group, whereas orthoformates lead to acetals under conditions where no further attack occurs.

Affiliation Not a UNIGE publication

Citation (ISO format)

GHRIBI, A., ALEXAKIS, Alexandre, NORMANT, Jean F. Reactivity of RCu,BF3 and R2CuLi,BF3 toward the ether linkage. Epoxides, acetals and orthoformates. In: Tetrahedron letters, 1984, vol. 25, n° 29, p. 3075–3078. doi: 10.1016/0040-4039(84)80011-8

Article (Published version)

Identifiers

PID : unige:8205
DOI : 10.1016/0040-4039(84)80011-8

ISSN of the journal0040-4039

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Reactivity of RCu,BF3 and R2CuLi,BF3 toward the ether linkage. Epoxides, acetals and orthoformates

The association of BF3 to organocopper and cuprate reagents increases dramatically their reactivity towards epoxides. The same reagents cleave acetals to afford the product of substitution of one alkoxy group, whereas orthoformates lead to acetals under conditions where no further attack occurs.

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