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Synthesis of (+/-)-bistellettadine A
Journal article   Open access   Peer reviewed

Synthesis of (+/-)-bistellettadine A

Min Yu, Susan S Pochapsky and Barry B Snider
Organic Letters, Vol.12(4), pp.828-831
02/19/2010
PMCID: PMC2880385
PMID: 20078082

Abstract

Guanidines - chemistry Animals Stereoisomerism Guanidines - chemical synthesis Alkaloids - chemical synthesis Molecular Structure Catalysis Porifera - chemistry Alkaloids - chemistry Esterification
Esterification of the trienoic acid with o-xylylene dibromide gave the bis ester that underwent a templated Diels-Alder reaction to afford the macrodiolide stereospecifically in a single step. The synthesis of bistellettadine A was completed in four steps by hydrolysis and side chain elaboration.
url
https://doi.org/10.1021/ol902895eView
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