A Mild and Efficient Bisaldolization of Ketones and its Application towards Spirocyclic 1,3-Dioxanes and Novel 1,3,5-Trioxocanes.
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Srinivas, Nagarapu
Marrapu, V K Bhandari, Kalpana |
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| Date |
2010-09-09T08:56:17Z
2010-09-09T08:56:17Z 2009 |
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| Identifier |
Synlett, 2009,10,1346-1350
http://hdl.handle.net/123456789/599 |
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| Description |
Bis-aldolization of aryl alkyl ketones as well as cyclic ketones with paraformaldehyde in the presence of catalytic amount L-proline and low concentration of aqueous sodium hydroxide has been developed in excellent yields. Further, these bis-aldols (1a–8a) are elaborated to corresponding spirocyclic dioxanes (9–16a) and novel spirocyclic trioxocanes (10b–16b) in the presence of p-toluene sulfonic acid. The structure and preferred conformation of these eight membered spirocyclic 1,3,5–trioxocanes is discussed.
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126916 bytes
application/pdf |
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| Language |
en
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| Subject |
Bis-aldolization
aqueous media Mannich adduct L-proline, spirocylic dioxane Bis-aldol (1,3-diol) natural products |
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| Title |
A Mild and Efficient Bisaldolization of Ketones and its Application towards Spirocyclic 1,3-Dioxanes and Novel 1,3,5-Trioxocanes.
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| Type |
Article
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