- 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
- Publisher copy:
- 10.1021/ol200711f
-
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- Journal:
- Organic letters
- Volume:
- 13
- Issue:
- 10
- Pages:
- 2594-2597
- Publication date:
- 2011-05-05
- DOI:
- EISSN:
-
1523-7052
- ISSN:
-
1523-7060
- URN:
-
uuid:b687be1e-1b4d-4e09-a39a-79cbfc6449b9
- Source identifiers:
-
131232
- Local pid:
- pubs:131232
- Language:
- English
- Keywords:
- Copyright date:
- 2011
Journal article
Stereoselective synthesis of β-(hydroxymethylaryl/alkyl)-α-methylene-γ-butyrolactones.
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