Stereocontrolled synthesis of (E,E,E)-chlorotrienes: Efficient intermediates for the construction of all E conjugated polyenes

DOI: 10.1016/S0040-4039(97)01156-8

Source and publish data:

Tetrahedron Letters p. 5297 - 5300 (1997)

Update date:2022-08-05

Topics: Characterization Protecting groups Subsequent Transformations Starting Material Selection Further Elaboration Isomer Separation

Authors:

Crousse, Benoit

Alami, Mouad

Linstrumelle, Gerard

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Article abstract of DOI:10.1016/S0040-4039(97)01156-8

Stereoselective reduction of conjugated homopropargylic alcohols 1 followed by an elimination reaction, allows an efficient approach to stereodefined (E,E,E)-chlorotrienes. The interest of these chlorotrienes was illustrated by a stereocontrolled synthesis of navenone B and all E conjugated polyenes (trienes, tetraenes and hexaenes).

Full text of DOI:10.1016/S0040-4039(97)01156-8

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