Nothing Special   »   [go: up one dir, main page]

About: ZACA reaction

An Entity of Type: Thing, from Named Graph: http://dbpedia.org, within Data Space: dbpedia.org

The zirconium-catalyzed asymmetric carbo-alumination reaction (or ZACA reaction) was developed by Nobel laureate Ei-ichi Negishi. It facilitates the chiral functionalization of alkenes using organoaluminium compounds under the influence of chiral bis-indenylzirconium catalysts (e.g. bearing chiral terpene residues, as in (+)- or (−)-bis[(1-neomenthyl)indenyl]zirconium dichloride). In a first step the alkene inserts into an Al-C bond of the reagent, forming a new chiral organoaluminium compound in which the aluminium atom occupies the lesser hindered position. This intermediate is usually oxidized by oxygen to form the corresponding chiral alcohol (cf. hydroboration–oxidation reaction). The reaction can also be applied to dienes, where the least sterically hindered double bond is attacked s

Property Value
dbo:abstract
  • The zirconium-catalyzed asymmetric carbo-alumination reaction (or ZACA reaction) was developed by Nobel laureate Ei-ichi Negishi. It facilitates the chiral functionalization of alkenes using organoaluminium compounds under the influence of chiral bis-indenylzirconium catalysts (e.g. bearing chiral terpene residues, as in (+)- or (−)-bis[(1-neomenthyl)indenyl]zirconium dichloride). In a first step the alkene inserts into an Al-C bond of the reagent, forming a new chiral organoaluminium compound in which the aluminium atom occupies the lesser hindered position. This intermediate is usually oxidized by oxygen to form the corresponding chiral alcohol (cf. hydroboration–oxidation reaction). The reaction can also be applied to dienes, where the least sterically hindered double bond is attacked selectively. (en)
  • ジルコニウム触媒による不斉カルボアルミ化反応(ジルコニウムしょくばいによるふせいカルボアルミかはんのう、英: zirconium-catalyzed asymmetric carbo-alumination reaction、ZACA反応)は、根岸英一によって開発された触媒反応である。ZACA反応により、キラルなビス-インデニルジルコニウム触媒(例えばキラルなテルペン残基を持った(+)- あるいは (−)-bis[(1-neomenthyl)indenyl]zirconium dichloride)の影響下、有機アルミニウム化合物を用いたアルケンのキラルな官能基化が容易になる。最初の段階で、アルケンが試薬のAl-C結合に挿入し、新たなキラル有機アルミニウム化合物を形成する。この化合物ではアルミニウム原子はより立体障害の少ない位置を占めている。この中間体は通常、酸素によって酸化され、対応するキラルアルコールが形成される(参考: )。この反応はジエンにも適用することができ、最も立体障害の小さな二重結合が選択的に攻撃される.。 (ja)
dbo:wikiPageID
  • 33329348 (xsd:integer)
dbo:wikiPageLength
  • 3731 (xsd:nonNegativeInteger)
dbo:wikiPageRevisionID
  • 1099955525 (xsd:integer)
dbo:wikiPageWikiLink
dbp:type
  • transition metal catalyzed organometallic functionalization (en)
dbp:wikiPageUsesTemplate
dct:subject
rdfs:comment
  • ジルコニウム触媒による不斉カルボアルミ化反応(ジルコニウムしょくばいによるふせいカルボアルミかはんのう、英: zirconium-catalyzed asymmetric carbo-alumination reaction、ZACA反応)は、根岸英一によって開発された触媒反応である。ZACA反応により、キラルなビス-インデニルジルコニウム触媒(例えばキラルなテルペン残基を持った(+)- あるいは (−)-bis[(1-neomenthyl)indenyl]zirconium dichloride)の影響下、有機アルミニウム化合物を用いたアルケンのキラルな官能基化が容易になる。最初の段階で、アルケンが試薬のAl-C結合に挿入し、新たなキラル有機アルミニウム化合物を形成する。この化合物ではアルミニウム原子はより立体障害の少ない位置を占めている。この中間体は通常、酸素によって酸化され、対応するキラルアルコールが形成される(参考: )。この反応はジエンにも適用することができ、最も立体障害の小さな二重結合が選択的に攻撃される.。 (ja)
  • The zirconium-catalyzed asymmetric carbo-alumination reaction (or ZACA reaction) was developed by Nobel laureate Ei-ichi Negishi. It facilitates the chiral functionalization of alkenes using organoaluminium compounds under the influence of chiral bis-indenylzirconium catalysts (e.g. bearing chiral terpene residues, as in (+)- or (−)-bis[(1-neomenthyl)indenyl]zirconium dichloride). In a first step the alkene inserts into an Al-C bond of the reagent, forming a new chiral organoaluminium compound in which the aluminium atom occupies the lesser hindered position. This intermediate is usually oxidized by oxygen to form the corresponding chiral alcohol (cf. hydroboration–oxidation reaction). The reaction can also be applied to dienes, where the least sterically hindered double bond is attacked s (en)
rdfs:label
  • ZACA反応 (ja)
  • ZACA reaction (en)
owl:sameAs
prov:wasDerivedFrom
foaf:isPrimaryTopicOf
is dbo:wikiPageWikiLink of
is foaf:primaryTopic of
Powered by OpenLink Virtuoso    This material is Open Knowledge     W3C Semantic Web Technology     This material is Open Knowledge    Valid XHTML + RDFa
This content was extracted from Wikipedia and is licensed under the Creative Commons Attribution-ShareAlike 3.0 Unported License