Microwave-assisted aza-Prins reaction. Part 1: facile preparation of natural-like 3-azabicyclo[3.3.1]non-6-enes

[摘要] A facile and operationally simple route to diastereomerically pure, natural-like 3-azabicyclo[3.3.1]non-6-enes via microwave-assisted, BF3 center dot OEt2-promoted aza-Prins reaction has been developed. Complexity-generating transformations based on these products involving reactive functionalities introduced during the aza-Prins step have been developed. (C) 2011 Elsevier Ltd. All rights reserved.

[发布日期] 2011-12-28

[关键词] Microwave-assisted organic synthesis;aza-Prins reaction;Diastereoselective synthesis;Bicyclic piperidines;Lycopodium alkaloids;Complexity-generating synthesis