TY - JOUR
AU - Hashimoto, Harukichi
AB - The copper-promoted Ullmann reaction of the title diester proceeded with high stereoselectivity to give 24-membered optically pure cyclic dimer of (S,S,S,S)-configuration as well as 12-membered monomeric cycle of (S,S)-configuration. The reaction also gave reduced, open-chain dimer enriched in (S,R,S)-diastereomer over (S,S,S)-counterpart (17% d.e.). Stereochemical course to the cyclic dimer was discussed considering the result that the intermolecular Ullmann coupling of chiral alcohol esters of 1-bromo-2-naphthoic acid poorly induced axial chirality in the joining of the two naphthyl units.
TI - The Asymmetric Ullmann Coupling Reaction of (S)-2,2′-Bis(1-bromo-2-naphthoyloxy)-1,1′-binaphthyl Revisited. Formation of 24-Membered Optically Pure Cyclic Dimer as Well as 12-Membered Cyclic Monomer
JO - Bulletin of the Chemical Society of Japan
DO - 10.1246/bcsj.59.235
DA - 2006-06-27
UR - https://www.deepdyve.com/lp/oxford-university-press/the-asymmetric-ullmann-coupling-reaction-of-s-2-2-bis-1-bromo-2-rWpyDDs2al
SP - 235
EP - 238
VL - 59
IS - 1
DP - DeepDyve
ER -