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

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).