Reaction of cis-carveol with triphenylphosphine and tetrachloromethane : a note on the mechanism of the Leereaction.
IR@CFTRI: CSIR-Central Food Technological Research Institute, Mysore
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http://ir.cftri.com/2858/
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| Title |
Reaction of cis-carveol with triphenylphosphine and tetrachloromethane : a note on the mechanism of the Leereaction.
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| Creator |
Ravindranath, B.
Srinivas, P. |
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| Subject |
24 Organic Chemistry
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| Description |
The title reaction yielded trans-carvyl chloride2 and pinol 3. The formation of pinol and the specific
rotation of the carvyl chloride are affected by the presence of acid. The implications of these findings on the
understanding of the course of the reaction are discussed. Use of an acid scavenger is recommended in application
of the PPh&CL reagent for acid sensitive compounds. A bimolecular, concerted group transfer mechanism
(Scheme 2) is suggested for the decomposition of the intermediate alkoxytriphenylphosphonium halide 7.
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| Date |
1983
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| Type |
Article
PeerReviewed |
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| Format |
pdf
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| Language |
en
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| Identifier |
http://ir.cftri.com/2858/1/Tetrahedron%2C%20Volume-39%28%20%281983%29%203991-3994.pdf
Ravindranath, B. and Srinivas, P. (1983) Reaction of cis-carveol with triphenylphosphine and tetrachloromethane : a note on the mechanism of the Leereaction. Tetrahedron, 39. pp. 3991-3994. |
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