Influence of the chiral auxiliary on the stereoselectivity of the S(RN)1 C-alkylation of 2-nitropropionate anions

DOI: 10.1016/S0040-4039(99)00935-1

Source and publish data:

Tetrahedron Letters p. 5013 - 5014 (1999)

Update date:2022-09-26

Topics:

Authors:

Nouguier, Robert

Beraud, Valerie

Vanelle, Patrice

Crozet, Michel P.

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Article abstract of DOI:10.1016/S0040-4039(99)00935-1

A series of carbohydrate-derived 2-nitropropionate anions was reacted with p-nitrobenzyl chloride under S(RN)1 reactions conditions, the diastereomeric ratios were moderate, but increased when the carbohydrate moiety was replaced by the more bulky 8-phenylmenthol.

Full text of DOI:10.1016/S0040-4039(99)00935-1

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