220928-01-8Relevant articles and documents
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Lyle,Spicer
, p. 1133 (1970)
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Photochemical rearrangement of N -chlorolactams: A route to N -heterocycles through concerted ring contraction
Winter, Dana K.,Drouin, Alexandre,Lessard, Jean,Spino, Claude
supporting information; experimental part, p. 2610 - 2618 (2010/06/17)
We report a novel ring contraction allowing the direct conversion of N-chlorolactams to their corresponding ring-contraction N-heterocycles upon photolysis. Results show that the rearrangement occurs with a variety of N-chlorolactams and that the greater the substitution at the migrating carbon, the greater the yield of product. Importantly, stereochemistry at the migrating carbon is conserved in the product. Rearranged products were isolated as their methyl carbamates in yields varying from 17% to 58%, with the major side product being the recyclable parent lactam.
Chemoenzymatic enantioselective synthesis of 3-hydroxy-2-pyrrolidinones and 3-hydroxy-2-piperidinones
Kamal, Ahmed,Ramana, K. Venkata,Ramana, A. Venkata,Babu, A. Hari
, p. 2587 - 2594 (2007/10/03)
The enantioselective synthesis of 3-hydroxypyrrolidin-2-ones and 3-hydroxy piperidin-2-ones has been carried out in high enantiomeric excess employing immobilized lipase from Pseudomonas cepacia.