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- Title
Enantioselective Synthesis of Spirooxindoles: Asymmetric [3+2] Cycloaddition of (3-Isothiocyanato)oxindoles with Azodicarboxylates.
- Authors
Jiang, Yu; Pei, Cheng‐Kui; Du, Dan; Li, Xiao‐Ge; He, Ya‐Nan; Xu, Qin; Shi, Min
- Abstract
The catalytic asymmetric [3+2] cycloaddition of (3-isothiocyanato)oxindoles with azodicarboxylates has been explored in the presence of (DHQD)2PHAL. It affords spirooxindoles having two heterocycles at their C3′-position in excellent yields, with high enantioselectivities, and under mild conditions within 5 min. Moreover, another spirooxindole derived from the reaction of (3-isothiocyanato)oxindole with two molecules of azodicarboxylate could also be formed in excellent yields with the same high enantioselectivities under the standard conditions.
- Subjects
RING formation (Chemistry); MOLECULES; OXINDOLES; ORGANIC chemistry research; ORGANIC compounds research
- Publication
European Journal of Organic Chemistry, 2013, Vol 2013, Issue 35, p7895
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201301418