| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5220443 | Tetrahedron | 2011 | 9 Pages |
Abstract
Various indane and cyclobuta[a]indene derivatives were synthesized by palladium-catalyzed cyclization of homoallylic alcohol derivatives prepared from Baylis–Hillman adducts. Especially, cyclobuta[a]indene derivative was synthesized stereoselectively by palladium-catalyzed 5-exo-trig/4-exo-trig cascade cyclization, albeit in moderate yield. The Z isomer was formed exclusively in the presence of Et3N by usual Heck-type carbopalladation process while E isomer with Cs2CO3 most likely by a concerted metalation/deprotonation (CMD) process.
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Physical Sciences and Engineering
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![Palladium-catalyzed synthesis of indane and cyclobuta[a]indenes from homoallylic alcohols derived from Baylis–Hillman adducts: base-dependent stereoselectivity for the benzylidene group in cyclobuta[a]indene](/preview/png/5220443.png "First Page Preview: Palladium-catalyzed synthesis of indane and cyclobuta[a]indenes from homoallylic alcohols derived from Baylis–Hillman adducts: base-dependent stereoselectivity for the benzylidene group in cyclobuta[a]indene")