A stereocontrolled total synthesis of (+/-) - khusimone. oligonucleotide synthesis.

Arnab Roy, Debabrata Mukherjee

Abstract


A stereocontrolled total synthesis of (:t)-khusimone (1) has been successfully accomplished involving Wittig olefina- tion of the tricyclic ketone (17) as a key step. Intramolecular anionic cyclisation of the indane derivative (10) provided the tricyclic dienone (11) which was efficiently converted into the mesylate (15). Base-induced rearrangement of (15) furnished the ketone (16) in high yield.(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


Terpene synthesis; intramolecular cyclisation; hydroxylation; rearrangement; Wittig reaction.biocatalytic synthesis; chemical ecology; bioremedia- tion.

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