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Efficient and Convergent Stereocontrolled Spiroannulation of Ketones.

✍ Scribed by Istvan E. Marko; Jean-Christophe Vanherck; Ali Ates; Bernard Tinant; Jean-Paul Declercq

Book ID
101942044
Publisher
John Wiley and Sons
Year
2003
Weight
112 KB
Volume
34
Category
Article
ISSN
0931-7597

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Efficient and convergent stereocontrolle
Efficient and convergent stereocontrolled spiroannulation of ketones
✍ IstvΓ‘n E. MarkΓ³; Jean-Christophe Vanherck; Ali Ates; Bernard Tinant; Jean-Paul D πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 French βš– 182 KB

Upon treatment with tBuOK/H 2 O, a variety of v-halo-b-keto-ketals undergo smooth cyclisation, affording in excellent yields mono-protected [n,m] spiro bicyclic diketones. This transformation is highly stereoselective producing, in all cases, the diastereoisomerically pure spiro derivatives.