Alpha- Amino diazoketones derived from L-serine and L-Threonine: Synthesis, insertion reaction and ylide formations.

Saumitra Sengupta, Debasis Das, Somnath Mondal

Abstract


The synthesis of enantiopure a-amino diazoketones derived from L-serine and L-threonine is described. Their cata- Iyzed X-H insertion reactions and ylide fonnations with allyl sulfides with concomitant 2,3-sigmatropic rearrange- ments are also reported.. ET -generated electrophilic selenium species [PhSeSePhr are found to effect stereoselective oxyselenylation of I,n- dioletins (I) leading to a novel methodology to the synthesis of a,a' -trans-dialkyl cyclic ethers (8). Keywords: Photosensitized electron transfer (PET), episelenonium radical cation, oxyselenylation, a,a' -trans-dialkyl cyclic ethers.been subjected to some kind of chemical or biological examination; thus vast majority of natural wealth remains unexplored. Studies on marine natural products initiated only recently have yielded molecules with exotic molecular architecture and diverse bioactivity. Well-directed research on natural products will enrich our bioresource base. In the current millennium, India is in a pre-eminent position to contribute towards natural product research with the utilization of its rich knowledge base and biodiversity.

Keywords


L - Serine; L - threonine; a - amino diazoketone; insertion reactions; sulfonium ylide.biocatalytic synthesis; chemical ecology; bioremedia- tion.

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