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Face selective reduction of the exocyclic double bond in isatin derived spirocyclic lactones.

ABSTRACT: We report an unusual face selective reduction of the exocyclic double bond in the ?-methylene-?-butyrolactone motif of spiro-oxindole systems. The spiro-oxindoles were assembled by an indium metal mediated Barbier-type reaction followed by an acid catalyzed lactonization.

SUBMITTER: Rana S

PROVIDER: S-EPMC3535013 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature

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Face selective reduction of the exocyclic double bond in isatin derived spirocyclic lactones.

Rana Sandeep S Natarajan Amarnath A

Organic & biomolecular chemistry 20121119 2

We report an unusual face selective reduction of the exocyclic double bond in the α-methylene-γ-butyrolactone motif of spiro-oxindole systems. The spiro-oxindoles were assembled by an indium metal mediated Barbier-type reaction followed by an acid catalyzed lactonization. ...[more]

PMID: 23160888

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