Stereocontrolled Synthesis of Spiroketals via Ti(Oi-Pr)-Mediated Kinetic Spirocyclization of Glycal Epoxides with Retention of Configuration.

The article discusses the stereocontrolled synthesis of spiroketals. It is observed that alternate nonchelated mechanisms are inconsistent with the observed stereochemical preference. Kinetic spiroketalization is Mediated cyclization of Ti(Oi-Pr)4 and MeOH-induced cyclization (C1-inversion) provide...

Full description

Bibliographic Details

Published in:	Journal of the American Chemical Society Vol. 128; no. 6; pp. 1792 - 1794
Main Authors:	Moilanen, Sirkka B., Potuzak, Justin S., Tan, Derek S.
Format:	Article
Published:	American Chemical Society 2/15/2006
Subjects:	Chemical kinetics Ring formation (Chemistry) Reaction mechanisms (Chemistry) Occlusal adjustment Chemical reactions Substitution reactions
Online Access:	View this record in EBSCOhost