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Preparation of 1-Hydroxycyclopentanecarboxylic Acid Derivatives from a Chiral Equivalent of Glycolic Acid (1999)

Abazi, Sokol ; Parra Rapado, Liliana ; Schenk, Kurt ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1999 (1999), S. 477-483

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ISSN: 1434-193X

Keywords: Radical reactions ; Glycolic acid ; Asymmetric synthesis ; Annulation ; Selenium ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: -The stereoselective preparation of 1-hydroxycyclopentanecarboxylic acid derivatives is reported. The key reaction is either a radical cyclization or a radical annulation mediated by the transfer of a phenylseleno group. The radical precursors are easily synthesized by two consecutive enolate alkylations. Excellent stereochemical control for the quaternary C(1) stereogenic center has been achieved.

Additional Material: 2 Ill.

Type of Medium: Electronic Resource

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