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(+)-Dimericbiscognienyne A: Total Synthesis and Mechanistic Investigations of the Key Heterodimerization

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Title
(+)-Dimericbiscognienyne A: Total Synthesis and Mechanistic Investigations of the Key Heterodimerization
Author(s)
Geon Kim; Myungjo J. Kim; Garam Chung; Hee-Yoon Lee; Sunkyu Han
Publication Date
2018-11
Journal
ORGANIC LETTERS, v.20, no.21, pp.6886 - 6890
Publisher
AMER CHEMICAL SOC
Abstract
The first total synthesis of (+)-dimericbiscognienyne A is described. Key to the successful access to (+)-dimericbiscognienyne A was a biosynthetically inspired Diels-Alder reaction between two differential epoxyquinoid monomers and the subsequent intramolecular hemiacetal formation. The selective formation of the natural product among other possible diastereomers during the late-stage [4+2] cycloaddition reaction was investigated by DFT calculations and experimental control studies. Copyright (c) 2018 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/5066
DOI
10.1021/acs.orglett.8b03025
ISSN
1523-7060
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
Files in This Item:
Han_acs.orglett.8b03025(Dimericbiscognienyne A).pdfDownload

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