Observations on the scope of an intramolecular directed aldol condensation. A new synthesis of eight-membered rings

GS Cockerill, P Kocienski

Index: Cockerill, G. Stuart; Kocienski, Philip Journal of the Chemical Society, Chemical Communications, 1983 , # 12 p. 705 - 706

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Abstract

The TiCI,-catalysed intramolecular directed aldol condensation of silyl enol ethers and acetals can be used to make 6-, 7-, and 8-membered rings; a template effect of Ti is invoked to explain the formation of medium rings. ... The construction of medium rings in general and 8-membered rings in particular by CC annulation poses a significant syn- thetic problem for which there are comparatively few solu- tions. We now report a new synthesis of 8-membered rings based ...