Reactivity of 2,3-Aziridino-2,3-dideoxy-D-lyxono-γ-lactone Derivatives, Rigid Analogues of Aziridine-2-carboxylic Esters, toward Soft and Hard Nucleophiles: Control of Lactone vs Aziridine Ring Opening and C-2 vs C-3 Regioselectivity

DOI: 10.1021/jo00112a027

Source and publish data:

Journal of Organic Chemistry p. 2035 - 2043 (1995)

Update date:2022-08-03

Topics:

Authors:

Dauban, Philippe

Dubois, Laurent

Dau, M. Elise Tran Huu

Dodd, Robert H.

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Article abstract of DOI:10.1021/jo00112a027

The reactivities of (1S,4S,5R)-N-acetyl-4-(methoxymethyl)-3-oxa-6-azabicyclo<3.1.0>hexan-2-one (2) and its N-Cbz analogue 12 toward soft nucleophiles (thiols, acetic acid, bromide) and hard nucleophiles (alcohols, benzylamine) were studied and compared to

Full text of DOI:10.1021/jo00112a027

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