ON CARBONYL PARTICIPATION IN THE SOLVOLYSES OF α-KETO MESYLATES

DOI: 10.1016/S0040-4039(00)61934-2

Source and publish data:

Tetrahedron Letters p. 811 - 814 (1985)

Update date:2022-08-05

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Authors:

Creary, Xavier

McDonald, Steven R.

Eggers, Mark D.

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Article abstract of DOI:10.1016/S0040-4039(00)61934-2

α-amido mesylates generally solvolyze giving α-keto cations, bypassing cyclic ions derived from carbonyl (k_Δ) participation.A possible exception is the N,N-dimethylamido mesylate derived from (S)-mandelic acid in trifluoroacetic acid which gives a small amount (9percent) of retained product.

Full text of DOI:10.1016/S0040-4039(00)61934-2

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