EFFECT OF AGGREGATION ON STEREOCHEMISTRY AND MECHANISM OF ASYMMETRIC OXIDATION OF THE LITHIUM ENOLATE OF METHYL 3,3-DIMETHYLBUTANOATE IN THE SOLID STATE AND IN SOLUTION

DOI: 10.1016/S0040-4039(00)79208-2

Source and publish data:

Tetrahedron Letters p. 3715 - 3718 (1993)

Update date:2022-08-11

Topics:

Authors:

Wei, Yen

Bakthavatchalam, R.

Jin, Xian-Ming

Murphy, Christopher K.

Davis, Franklin A.

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Article abstract of DOI:10.1016/S0040-4039(00)79208-2

Oxidation of the title enolate by enantiopure (camphorylsulfonyl)oxaziridines in THF afforded α-hydroxyester with 53-73percent ee, but the product from the solid state reactions was racemic.The results suggest that the enolate exists and reacts as an aggregate in the solid state reactions.

Full text of DOI:10.1016/S0040-4039(00)79208-2

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