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Synthesis Mediated by Ring-Closing Metathesis - Applications in the Synthesis of Azasugars and Alkaloids (1999)

Pandit, Upendra K. ; Overkleeft, Herman S. ; Borer, Bennett C. ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1999 (1999), S. 959-968

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ISSN: 1434-193X

Keywords: Heterocycles ; Alkaloids ; Castanospermine ; Metathesis ; Azasugars ; Manzamine A ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: -The application of the ring-closing metathesis (RCM) reaction to the construction of a wide variety of nitrogen-containing ring systems is described. The examples include pyrrolizidine, indolizidine, and quinolizidine derivatives related to azasugars. A formal total synthesis of castanospermine (5) is presented. The utilisation of two RCM steps in the synthetic sequence leading to the multicyclic ABCDE nucleus 7 of the complex alkaloid manzamine A (6) is discussed.

Additional Material: 3 Ill.

Type of Medium: Electronic Resource

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