Chiral synthons from monoterpenes. Stereoselective syntheses of (-)5S,6S,9R-6-isopropyl-9-methyl-2-oxaspiro[4.4]nonan-3-one and (-)3aR,6R,7aR-3a-methyl-6-isopropenylhexahydrobenzofuran-2-one

Article abstract of DOI:10.1080/00397919208019303

Highly stereoselective syntheses of two C-12 chiral synthons 3 and 9, mentioned in the title, starting from the monoterpenes R-limonene and R-carvone, using radical cyclisation as key reaction, are described.

Full text of DOI:10.1080/00397919208019303

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Synthetic Communications: An
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Chiral Synthons from
Monoterpenes.1
Stereoselective Syntheses
of (-)5S, 6S, 9R-6-
Isopropyl-9-Methyl-2-
Oxaspiro[4.4]Nonan-3-One and
(-) 3aR, 6R, 7aR-3a-Methyl-6-
Isopropenylhexahydrobenzofuran-2
One
A. Srikrishna a , G. V.R. Sharma a & S. Nagaraju a
a Department of Organic Chemistry , Indian Institute
of Science , Bangalore, 560 012, INDIA
Published online: 24 Sep 2006.
To cite this article: A. Srikrishna , G. V.R. Sharma & S. Nagaraju (1992) Chiral
Synthons from Monoterpenes.1 Stereoselective Syntheses of (-)5S, 6S, 9R-6-
Isopropyl-9-Methyl-2-Oxaspiro[4.4]Nonan-3-One and (-) 3aR, 6R, 7aR-3a-Methyl-6-
Isopropenylhexahydrobenzofuran-2-One, Synthetic Communications: An International
Journal for Rapid Communication of Synthetic Organic Chemistry, 22:9, 1221-1230,
DOI: 10.1080/00397919208019303
To link to this article: http://dx.doi.org/10.1080/00397919208019303

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