Regioselectivity and stereoselectivity in the intramolecular nitrile oxide-olefin cycloaddition (INOC) reaction and the intramolecular silyl nitronate-olefin cycloaddition (ISOC) reaction.

Article abstract of DOI:10.1080/00397919408011705

Both INOC and ISOC reactions of 1 which has two different double bonds in a molecule (allylic and homoallylic double bond) showed high regioselectivity for allylic double bond to make [5,5] ring system. INOC reactions of 1 and 6 showed high diastereoselectivity for 4-substituents, whereas ISOC reaction did for 6-substituents of tetrahydrofuroisoxazolines.

Full text of DOI:10.1080/00397919408011705

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Synthetic Communications: An
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Organic Chemistry
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Regioselectivity and
Stereoselectivity in the
Intramolecular Nitrile
Oxide-Olefin Cycloaddition
(INOC) Reaction and the
Intramolecular Silyl Nitronate-
Olefin Cycloaddition (ISOC)
Reaction
Hyoung Rae Kim a , Kyoung Mahn Kim a , Jae Nyoung
Kim a & Eung K. Ryu a
a Korea Research Institute of Chemical Technology ,
P. O. Box 9, Daedeog-Danji, Daejeon, 305-606, Korea
Published online: 23 Sep 2006.
To cite this article: Hyoung Rae Kim , Kyoung Mahn Kim , Jae Nyoung Kim & Eung K.
Ryu (1994) Regioselectivity and Stereoselectivity in the Intramolecular Nitrile Oxide-
Olefin Cycloaddition (INOC) Reaction and the Intramolecular Silyl Nitronate-Olefin
Cycloaddition (ISOC) Reaction, Synthetic Communications: An International Journal
for Rapid Communication of Synthetic Organic Chemistry, 24:8, 1107-1116, DOI:
10.1080/00397919408011705
To link to this article: http://dx.doi.org/10.1080/00397919408011705

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