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Regioselektive Reduktionen von cyclischen Thienospiroanhydriden (1986)

Stanetty, Peter ; Fröhlich, Hannes ; Sauter, Fritz

Springer

Monatshefte für Chemie 117 (1986), S. 69-88

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ISSN: 1434-4475

Keywords: Cyclic anhydrides, unsymmetrically spiro-substituted ; Reduction ; regioselective

Source: Springer Online Journal Archives 1860-2000

Topics: Chemistry and Pharmacology

Notes: Abstract Regioselective reduction of unsymmetrically substituted spiroanhydrides (A 1 and3) with reducing agents such as sodium boranate, lithium boranate, dimethylamine borane and lithium- or potassium-tri-(sec-butyl)boranate yielded the spirocyclic lactones1 and2 or4 and5, respectively. The influence of the temperature and the sequence of addition of reducing agents on the ratio of the spirocyclic lactones formed was studied in order to obtain a high degree of regioselectivity. Sterical and mechanistic aspects are discussed in order to explain the results.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1007/BF00809174

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