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Enantioselective Spirocyclopropanation of para-Quinone Methides Using Ammonium Ylides.

ABSTRACT: The use of Cinchona alkaloid-based chiral ammonium ylides allows for the first highly enantioselective and broadly applicable spirocyclopropanation reactions of para-quinone methides. This strategy provides a straightforward protocol toward the chiral spiro[2.5]octa-4,7-dien-6-one skeleton, which is a frequently found structural motif in important biologically active molecules.

SUBMITTER: Roiser L

PROVIDER: S-EPMC5420312 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature

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Enantioselective Spirocyclopropanation of para-Quinone Methides Using Ammonium Ylides.

Roiser Lukas L Waser Mario M

Organic letters 20170420 9

The use of Cinchona alkaloid-based chiral ammonium ylides allows for the first highly enantioselective and broadly applicable spirocyclopropanation reactions of para-quinone methides. This strategy provides a straightforward protocol toward the chiral spiro[2.5]octa-4,7-dien-6-one skeleton, which is a frequently found structural motif in important biologically active molecules. ...[more]

PMID: 28425286

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