Ranu, Brindaban C. ; Sarkar, Dipak C. ; Basu, Manas K. (1989) A simple and efficient route towards usefully functionalised six and seven-membered ring systems via α-hydroxycyclobutane rearrangement followed by retroaldol cleavage Tetrahedron, 45 (10). pp. 3107-3114. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/S0040-4020(01)80137-X
Abstract
Acid-catalysed rearrangement of α-hydroxycyclobutane derivative 10̲ followed by retroaldol cleavage and oxidation in an one-pot operation furnishes 18-methyl-1α, 4α-cycloheptane dicarboxylic acid 12̲ in excellent yield. With proper selection of starting α-hydroxycyclobutane derivative this methodology leads to highly functionalised [5-7] and [5-6] fused ring systems 17̲ and 20̲ respectively.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 42129 |
| Deposited On: | 02 Jun 2011 05:00 |
| Last Modified: | 02 Jun 2011 05:00 |
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