A dramatic effect of double bond configuration in N-oxy-3-aza Cope rearrangements: a simple synthesis of functionalised allenes

Pinto, Luís; Glória, Paulo; Gomes, Mário; Rzepa, Henry S.; Prabhakar, Sundaresan; Lobo, Ana M.

http://hdl.handle.net/10400.21/1016

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Authors

Prabhakar, Sundaresan

Lobo, Ana M.

Abstract(s)

The first examples of low temperature N-oxy-3-aza Cope rearrangements, leading to functionalised allenes are described, where the Z-configuration of the enaminic double bond in the rearranging system proves critical.

Keywords

Chemistry 3-Aza Cope Rearrangements Hydroxylamines Enamines Allenes Configuration Intermediates Transition states

URI

http://hdl.handle.net/10400.21/1016

Citation

Pinto L, Glória P, Gomes M, Rzepa HS, Prabhakar S, Lobo AM. A dramatic effect of double bond configuration in N-oxy-3-aza Cope rearrangements: a simple synthesis of functionalised allenes. Tetrahedron Lett. 2009;50:3446-9.