Highly Efficient Asymmetric Synthesis of Fluvirucinine A(1) via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA)-Lipase-Catalyzed Acetylation Tandem Process.

Highly Efficient Asymmetric Synthesis of Fluvirucinine A(1) via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA)-Lipase-Catalyzed Acetylation Tandem Process. Research Abstract Details 

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Highly Efficient Asymmetric Synthesis of Fluvirucinine A(1) via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA)-Lipase-Catalyzed Acetylation Tandem Process. Abstract Text:

Bo Liang,Ei-Ichi Negishi,Bo Liang,Ei-ichi Negishi,Bo Liang,Ei-ichi Negishi,

ZACA-lipase-catalyzed acetylation tandem process has been shown to proceed satisfactorily with either TBS-protected 4-penten-1-ol or 3-buten-1-ol to provide the corresponding enantiomerically pure (R)-2-ethyl-1-alkanols. Either (R)-5 or (R)-6 was converted to 3 in seven steps. The other fragment 4 was synthesized in nine steps from (-)-(S)-citronellol. Conversion of 3 and 4 into 99% pure fluvirucinine A1 was achieved in four steps via amidation-ring closing metathesis, the overall yield in the longest linear sequence being 34% (13 steps).

Highly Efficient Asymmetric Synthesis of Fluvirucinine A(1) via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA)-Lipase-Catalyzed Acetylation Tandem Process. Publishing Authors By Initials

B Liang,E Negishi,B Liang,E Negishi,B Liang,E Negishi,

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Highly Efficient Asymmetric Synthesis of Fluvirucinine A(1) via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA)-Lipase-Catalyzed Acetylation Tandem Process. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Organic letters

VOLUME: 10

Page Numbers: 193-5

Journal Abbreviation: Org. Lett.

ISSN: 1523-7060

DAY: 13

MONTH: 12

YEAR: 2007

Highly Efficient Asymmetric Synthesis of Fluvirucinine A(1) via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA)-Lipase-Catalyzed Acetylation Tandem Process. Information

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LANGUAGE: eng

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Grant and Affiliation Information for Highly Efficient Asymmetric Synthesis of Fluvirucinine A(1) via Zr-Catalyzed Asymmetric Carboalumination of Alkenes (ZACA)-Lipase-Catalyzed Acetylation Tandem Process.

AFFILIATION: Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084.

Country: United States

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