An efficient construction of 4-oxo-1,3-diazabicyclo[3.3.0]octanes via thiohydantoins

Article abstract of DOI:10.1080/00397919508011476

New stereoisomeric N-bridged heterocycles, 4-oxo-1,3-diazabicyclo-[3.3.0]octanes (4) were synthesized from trans-4-hydroxy-L-proline (1). Thiohydantoins 3 as the key intermediates were prepared by nucleophilic addition of 1 to isothiocyanates, and subsequent cyclization. These thiohydantoins 3 were readily desulfurized to provide 4.

Full text of DOI:10.1080/00397919508011476

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Synthetic Communications: An
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An Efficient Construction
of 4-Oxo-1, 3-
diazabicyclo[3.3.0]octanes via
Thiohydantoins
In Jong Kim a , Kyung Ho Yoo a , Kye Jung Shin a ,
Dong Jin Kim a & Sang Woo Park a
a Division of Applied Science , Korea Institute of
Science and Technology , Seoul, 131-650, Korea
Published online: 23 Sep 2006.
To cite this article: In Jong Kim , Kyung Ho Yoo , Kye Jung Shin , Dong Jin Kim & Sang
Woo Park (1995) An Efficient Construction of 4-Oxo-1, 3-diazabicyclo[3.3.0]octanes
via Thiohydantoins, Synthetic Communications: An International Journal for
Rapid Communication of Synthetic Organic Chemistry, 25:24, 4001-4010, DOI:
10.1080/00397919508011476
To link to this article: http://dx.doi.org/10.1080/00397919508011476
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