Study Towards Synthesis 2H-tetrahydro-4, 6-dioxo-1, 2-oxazine Ring

Heterocyclic compound 2H-tetrahydro-4,6-dioxo-1,2-oxazine(TDOR)are a class of important synthetic intermediates,which have been broadly exited in complex natural products and new medicinal drug.However,it still need to solve the problem that the use of mild and efficient method synthesis the TDOR derivatives and develop new synthetic method for the synthetic chemists.We have developed an efficient divalent dimethyl zinc Lewis acid-mediated cascade 1,2 nucleophilic addition and transesterification,successful and efficient mild synthetic TDOR analogs.The method might be applied to the total synthesis of natural products Alchivemycin A.The first part of the paper focuses on the use of various methods to synthesis similar TDOR ring and describes TDOR rings in natural products and new drug application,the second part of the work is the heterocyclic compound synthesis of the TDOR of complex natural product Alchivemycin A,B.The first chapter describes several methods for effectively creating the TDOR heterocyclic compounds and its application in natural product total synthesis.Some domestic and foreign synthetic chemists working on TDOR heterocyclic compounds group are reviewed in this chapter,and the heterocyclic skeleton are broadly exited in complex natural products and new medicinal drug..By comparing these methods,we have put forward our own efficient and mild method to synthetic 2Htetrahydro-4,6-dioxo-1,2-oxazine approach.The second chapter describes the 2H-tetrahydro-4,6-dioxo-1,2-oxazine synthesis methodology research of natural products Alchivemycin A and B,Through classical retrosynthetic analysis method,Alchivemycin A and B can be broken down into three major segments,namely,cis-decalin skeleton,continuous hands hydroxyl group attached to the carbon chain fragments and 2Htetrahydro-4,6-dioxo-1,2-oxazine heterocyclic systems,in this chapter we discuss the main reation by Mannich reaction cascade dimethyl zinc-mediated transesterification and complete 2H-tetrahydro-4,6-dioxo-1,2-oxazine synthesis of Alchivemycin A and B.