Stereoselective synthesis of 13Z retinoic acids via β-methylenealdehydes as synthons

DOI: 10.1016/S0040-4039(99)01963-2

Source and publish data:

Tetrahedron Letters p. 9235 - 9237 (1999)

Update date:2022-08-04

Topics:

Authors:

Valla, Alain

Andriamialisoa, Zo

Giraud, Michel

Prat, Virginie

Laurent, Alain

Potier, Pierre

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Article abstract of DOI:10.1016/S0040-4039(99)01963-2

A stereoselective synthesis of 13Z retinoic acids via β-methylenealdehydes is described. In methylene-de-oxo-bisubstitution reactions (Knoevenagel, Stobbe, etc.), these new synthons produce stereoselectively E olefins. Hence, a synthesis of 13Z retinoic acids is described, via a stereospecific monodecarboxylation of carboxy-14-retinoic acids.

Full text of DOI:10.1016/S0040-4039(99)01963-2

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