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Communication | Special issue | Vol 70, No. 1, 2006, pp.161-167
Published online, 21st November, 2006
DOI: 10.3987/COM-06-S(W)50
Synthesis of Artificial Ladder-Shaped Polyethers Containing a 6/7 cis-Fused Ring System

Kohei Torikai, Hiroshi Yari, MIchio Murata, and Tohru Oishi*

*Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-8531, Japan

Abstract

Ladder-shaped tetracyclic and heptacyclic ethers containing a 6/7 cis-fused ring system have been synthesized. The synthesis features convergent coupling of monocyclic building blocks through esterification, ring-closing reaction using a low-valent titanium complex, and hydroxy dithioacetal cyclization. The double reaction strategy enabled expeditious synthesis of the heptacyclic ether in only thirteen steps from the building blocks.