Journal article

Stereoselective synthesis of β-(hydroxymethylaryl/alkyl)-α-methylene-γ-butyrolactones.

Abstract:: Zinc or a chromium(II) source with 3-(bromomethyl)furan-2(5H)-one (3) and an aldehyde gives β-(hydroxymethylaryl/alkyl)-α-methylene-γ-butyrolactones 5 in good yields and high diastereoselectivities. The methodology is demonstrated in concise syntheses of (±)-hydroxymatairesinol (8) and (±)-methylenolactocin (10) by subsequent arylboronate conjugate addition and translactonization, respectively.

Publication status:: Published

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APA Style

Hodgson, D., Talbot, E., & Clark, B. (2011). Stereoselective synthesis of β-(hydroxymethylaryl/alkyl)-α-methylene-γ-butyrolactones. Organic Letters, 13(10), 2594–2597.

MLA Style

Hodgson, D., et al. “Stereoselective Synthesis of β-(Hydroxymethylaryl/Alkyl)-α-Methylene-γ-Butyrolactones.” Organic Letters, vol. 13, no. 10, 2011, pp. 2594–97.

Chicago Style

Hodgson, D, E Talbot, and B Clark. 2011. “Stereoselective Synthesis of β-(Hydroxymethylaryl/Alkyl)-α-Methylene-γ-Butyrolactones.” Organic Letters 13 (10): 2594–97.
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Publisher copy:: 10.1021/ol200711f

Authors

+ Hodgson, D More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Organic Chemistry
Role:: Author

+ Talbot, E More by this author

Role:: Author

+ Clark, B More by this author

Role:: Author

Journal:: Organic letters More from this journal
Volume:: 13
Issue:: 10
Pages:: 2594-2597
Publication date:: 2011-05-01
DOI:: 10.1021/ol200711f
EISSN:: 1523-7052
ISSN:: 1523-7060

Language:: English
Keywords:: Furans

Lignans

Stereoisomerism

Lactones

Zinc

Chromium

Catalysis

4-Butyrolactone
Pubs id:: pubs:131232
UUID:: uuid:b687be1e-1b4d-4e09-a39a-79cbfc6449b9
Local pid:: pubs:131232
Source identifiers:: 131232
Deposit date:: 2012-12-19

Terms of use

Copyright date:: 2011

Licence:: Terms and Conditions of Use for Oxford University Research Archive

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