ChemInform Abstract: Stereoselective Synthesis of a Bicyclic Ketooxetane via a Thionium Ion- Mediated Cyclization Reaction.
β Scribed by D. CRAIG; R. M. LAWRENCE; D. J. TAPOLCZAY
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 29 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Stereoselective Synthesis of a Bicyclic Ketooxetane via a Thionium Ion-Mediated Cyclization Reaction.
-Et-AlCl2-mediated cyclization of the Z-silyl enol ether onto the thionium ion trigger attached to the five-membered carbocyclic ring gives a good yield the desired bicyclic oxetane (II). It can be easily desulfurized with concomitant carbonyl reduction to the compound (III). Attempted cyclization of the six-membered substrate (IV) produces mainly products of a 1,2-hydride shift. -(CRAIG, D.; LAWRENCE,
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