Lipase-catalyzed domino kinetic resolution of α-hydroxynitrones/ intramolecular 1,3-dipolar cycloaddition: A concise asymmetric total synthesis of (-)-rosmarinecine

Chemical Communications

Volumn , Issue 18, 2005, Pages 2369-2371

  Akai, Shuji ^a   Tanimoto, Kouichi ^a   Kanao, Yukiko ^a   Omura, Sohei ^a   Kita, Yasuyuki ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA HYDROXYNITRONE DERIVATIVE; ISOXAZOLE DERIVATIVE; NITRONE DERIVATIVE; ROSMARINECINE; TETRAHYDROFLUORO[3,4 C]ISOXAZOLE DERIVATIVE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; CYCLOADDITION; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 19944372085     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b419426h     Document Type: Article

References (20)

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11. We also observed the complete racemization of the stereogenic chiral centre of the optically pure 2 during its Mitsunobu reaction with 3 and its treatment with p-TsOH.
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20. 7b in either acetone or MeCN caused racemization; however, its combination with the enzymatic domino reaction of (±)-2 resulted in an unsatisfactory yield (ca. 30%) mainly due to the Ru-catalyzed decomposition of 5.