A PREDOMINATELY ANTI-STEREOSELECTIVE CHIRAL METAL DIRECTED ALDOL CONDENSATION WITH AROMATIC ALDEHYDES

DOI: 10.1016/S0040-4039(01)93794-3

Source and publish data:

Tetrahedron Letters p. 5539 - 5542 (1989)

Update date:2022-08-15

Topics:

Authors:

Pridgen, Lendon N.

Abdel-Magid, A.

Lantos, I.

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Article abstract of DOI:10.1016/S0040-4039(01)93794-3

Chiral haloacetyl oxazolidinones were reacted with aromatic aldehydes via their kinetically generated Z-enolates to yield predominately anti aldol adducts.The reaction is postulated to proceed thru a boat-like transition state.A unique reversal of chirality was observed in using stannous enolates.

Full text of DOI:10.1016/S0040-4039(01)93794-3

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