Catalytic asymmetric methallylation of ketones with an (H8-BINOLate)Ti-based catalyst.

Catalytic asymmetric methallylation of ketones with an (H8-BINOLate)Ti-based catalyst. Research Abstract Details 

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Catalytic asymmetric methallylation of ketones with an (H8-BINOLate)Ti-based catalyst. Abstract Text:

Jeung Gon Kim,Elizabeth H Camp,Patrick J Walsh,

The first catalytic asymmetric methallylation of ketones is reported. The catalyst, which is generated from titanium tetraisopropoxide, H8-BINOL, 2-propanol, and tetramethallylstannane, reacts with ketones in acetonitrile to afford tertiary homoallylic alcohols in fair to excellent yields (55-99%) and fair to high enantioselectivities (46-90%). Ozonolysis of the resulting products provides access to chiral beta-hydroxy ketones, which are not readily prepared from direct asymmetric aldol reaction of acetone with ketones.

Catalytic asymmetric methallylation of ketones with an (H8-BINOLate)Ti-based catalyst. Publishing Authors By Initials

JG Kim,EH Camp,PJ Walsh,

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Catalytic asymmetric methallylation of ketones with an (H8-BINOLate)Ti-based catalyst. Journal Published:

PUBLICATION TYPE: Research Support, N.I.H., Extr

Journal: Organic letters

VOLUME: 8

Page Numbers: 4413-6

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ISSN: 1523-7060

DAY: 28

MONTH: Sep

YEAR: 2006

Catalytic asymmetric methallylation of ketones with an (H8-BINOLate)Ti-based catalyst. Information

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LANGUAGE: eng

NlmUniqueID: 100890393

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Grant and Affiliation Information for Catalytic asymmetric methallylation of ketones with an (H8-BINOLate)Ti-based catalyst.

AFFILIATION: P. Roy and Diana T. Vagelos Laboratories, University of Pennsylvania, Department of Chemistry, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, USA.

Country: United States

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MEDLINETA: Org Lett

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