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Enzyme- and Ruthenium-Catalyzed Enantioselective Transformation of ?-Allenic Alcohols into 2,3-Dihydrofurans.

ABSTRACT: An efficient one-pot method for the enzyme- and ruthenium-catalyzed enantioselective transformation of ?-allenic alcohols into 2,3-dihydrofurans has been developed. The method involves an enzymatic kinetic resolution and a subsequent ruthenium-catalyzed cycloisomerization, which provides 2,3-dihydrofurans with excellent enantioselectivity (up to >99?%?ee). A ruthenium carbene species was proposed as a key intermediate in the cycloisomerization.

SUBMITTER: Yang B

PROVIDER: S-EPMC5021203 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature

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Enzyme- and Ruthenium-Catalyzed Enantioselective Transformation of α-Allenic Alcohols into 2,3-Dihydrofurans.

Yang Bin B Zhu Can C Qiu Youai Y Bäckvall Jan-E JE

Angewandte Chemie (International ed. in English) 20160408 18

An efficient one-pot method for the enzyme- and ruthenium-catalyzed enantioselective transformation of α-allenic alcohols into 2,3-dihydrofurans has been developed. The method involves an enzymatic kinetic resolution and a subsequent ruthenium-catalyzed cycloisomerization, which provides 2,3-dihydrofurans with excellent enantioselectivity (up to >99 % ee). A ruthenium carbene species was proposed as a key intermediate in the cycloisomerization. ...[more]

PMID: 27061624

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