Journal
SYNLETT
Volume -, Issue 12, Pages 1801-1804Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0031-1289786
Keywords
catalysis; oxidation; acylnitroso; Diels-Alder reaction; dirhodium(II)
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Funding
- National Natural Science Foundation of China [20972182, 21172251]
- 'Western Light' program [XBBS200820]
- Chinese Academy of Sciences
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An effective protocol is described for the generation and in situ Diels-Alder trapping of acylnitroso derivatives. In this procedure, the oxidation of hydroxamic acid is efficiently catalyzed by dirhodium(II) caprolactamate with tert-butyl hydroperoxide (TBHP) in the presence of dienes at room temperature. Using this approach we obtained a variety of hetero-Diels-Alder cycloadducts in yields of up to 96% at 0.1 mol% catalyst loading.
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