Enantioselective Conjugate Additions of 2-Alkoxycarbonyl-3(2H)-furanones

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00159816%3A_____%2F18%3A00069337" target="_blank" >RIV/00159816:_____/18:00069337 - isvavai.cz</a>
Alternative codes found
RIV/00216224:14310/18:00105487
Result on the web
<a href="http://dx.doi.org/10.1021/acs.orglett.8b03039" target="_blank" >http://dx.doi.org/10.1021/acs.orglett.8b03039</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.orglett.8b03039" target="_blank" >10.1021/acs.orglett.8b03039</a>

Result language
angličtina
Original language name
Enantioselective Conjugate Additions of 2-Alkoxycarbonyl-3(2H)-furanones
Original language description
Enantioselective conjugate additions of in situ generated 2-alkoxycarbonyl-3(2H)-furanones to three distinct types of pi-electrophiles (terminal alkynones, alpha-bromo enones, and alpha-benzyl nitroalkenes) are reported. Catalysis by a nickel(II)-diamine complex provided alkynone-derived adducts with high enantioselectivity, preferentially as the Z-isomers, and completely suppressed the undesired O-allcylation pathway. A cupreidine-based catalyst enabled extension of the enantioselective conjugate additions to alpha-bromo enones and alpha-benzyl nitroalkenes. The densely functionalized adducts that result are useful precursors to synthetic analogs of spirocyclic natural products pseurotins.
Czech name
—
Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry

Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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