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Volumn 51, Issue 50, 2010, Pages 6572-6575

Catalytic asymmetric synthesis of descurainin via 1, 3-dipolar cycloaddition of a carbonyl ylide using Rh2(R-TCPTTL)4

Author keywords

1 3 Dipolar cycloaddition; Carbonyl ylide; Chiral dirhodium(II) catalyst; Descurainin

Indexed keywords

4 HYDROXY 3 METHOXYPHENYLACETYLENE; 8 OXABICYCLO[3.2.1]OCTANE; ALKENE; BUTYL 2 DIAZO 5 FORMYL 3 OXOPETANOATE; DESCURAININ; DIRHODIUM TETRAKIS[N TETRACHLOROPHTHALOYL TERT LEUCINATE]; HERBACEOUS AGENT; OCTANE; PHENYLACETYLENE; RHODIUM; UNCLASSIFIED DRUG; VALERIC ACID;

EID: 78650254871     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.10.036     Document Type: Article
Times cited : (30)

References (73)
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    • The absolute configuration of ent-8 was determined to be (1S, 5S) by comparison of the sign of the optical rotation with the data reported in Ref. 16
    • The absolute configuration of ent-8 was determined to be (1S, 5S) by comparison of the sign of the optical rotation with the data reported in Ref. 16.
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    • 2NO, often referred to as Fremy's salt, has been used in the preparation of o- and p-benzoquinones, naphthoquinones, and some polycondensed quinones and in the oxidation of indolines. For a review, see: (a) Zimmer, H.; Lankin, D. C.; Horgan, S. W. Chem. Rev. 1971, 71, 229-246; For recent examples of oxidation with Fremy's salt used In the total syntheses of natural products, see:
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    • 3 (1.0 equiv) in acetone at room temperature for 12 h gave a mixture of non-selectlvely methylated products, bis-methylated product 16 and substrate 15.
    • 3 (1.0 equiv) in acetone at room temperature for 12 h gave a mixture of non-selectlvely methylated products, bis-methylated product 16 and substrate 15.
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    • The enantiomeric purity of the synthetic material 1 was determined to be 95% ee by comparison of the HPLC retention time with a racemic sample of 1, which was prepared according to the literature. See Ref. 4b.
    • The enantiomeric purity of the synthetic material 1 was determined to be 95% ee by comparison of the HPLC retention time with a racemic sample of 1, which was prepared according to the literature. See Ref. 4b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.