C. Mukai et al., Studies on synthesis of optically active twelve-membered diynes: a convergent construction of a twelve-membered diketodiyne compound with C-2 symmetry, J CHEM S P1, (5), 2000, pp. 737-744
A convergent procedure for the preparation of optically active twelve-membe
red diketodiyne derivatives with C-2 symmetry possessing four hydroxy funct
ionalities was developed starting from the commercially available diethyl L
-tartrate. The key step for the construction of the twelve-membered diyne f
ramework involved an intramolecular chromous chloride-mediated coupling rea
ction between the aldehyde functionality and the alkyne moiety having an io
dine atom at its terminus.