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Asymmetric synthesis of substituted tropinones using the intramolecular mannich cyclization reaction and acyclic N-sulfinyl beta-amino ketone ketals.

ABSTRACT: Sulfinimine-derived, enantiopure N-sulfinyl beta-amino ketone ketals on hydrolysis give dehydropyrrolidine ketones that on treatment with (Boc)(2)O/DMAP afford substituted tropinones in good yield.

SUBMITTER: Davis FA

PROVIDER: S-EPMC2753232 | biostudies-literature | 2009 Apr

REPOSITORIES: biostudies-literature

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Asymmetric synthesis of substituted tropinones using the intramolecular mannich cyclization reaction and acyclic N-sulfinyl beta-amino ketone ketals.

Davis Franklin A FA Theddu Naresh N Gaspari Paul M PM

Organic letters 20090401 7

Sulfinimine-derived, enantiopure N-sulfinyl beta-amino ketone ketals on hydrolysis give dehydropyrrolidine ketones that on treatment with (Boc)(2)O/DMAP afford substituted tropinones in good yield. ...[more]

PMID: 19278245

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