Ring Reversal of a Spirocyclic Patchouli Odorant: Molecular Modeling, Synthesis, and Odor of 6??Hydroxy??1, 1, 6??trimethylspiro [4.5] decan??7??one
P Kraft, A Bruneau
Index: Kraft, Philip; Bruneau, Audrey European Journal of Organic Chemistry, 2007 , # 14 p. 2257 - 2267
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Citation Number: 4
Abstract
Abstract Molecular modeling calculations on the recently discovered high-impact patchouli odorant (+)-(1S, 4R, 5R, 9S)-1-hydroxy-1, 4, 7, 7, 9-pentamethylspiro [4.5] decan-2-one (1) indicated that ring reversal of the spirocyclic system should lead to molecules in which two of the five methyl substituents could be spared without significantly affecting the overall shape or conformational equilibrium. Intramolecular ene reactions promised simple access to the ...
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