Photochemical addition of phosphines to 5,6-dideoxy-1,2-0-isopropylidene-.alpha.-D-xylo-hex-5-enofuranose
β Scribed by Whistler, Roy L.; Wang, Chih-Cheng; Inokawa, Saburo
- Book ID
- 127194820
- Publisher
- American Chemical Society
- Year
- 1968
- Tongue
- English
- Weight
- 381 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0022-3263
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The synthesis of 3-aryl-5-( 1,2-O-isopropylidene-a-D-xylo-tetrofuranos-4-yl)-2-isox~oline (3) from arylnitrile oxides and 5,6-dideoxy-l,2-O-isopropylidene-a-D-xylo-hex-S-enofuranose (1) is described. The I ,3-dipolar cycloaddition reactions give mainly anti-adducts (3 95% n-facial stereoselectivity)
The synthesis of 2-phenyl-3-aryl and 2-phenyl-3-aroyl derivatives 5-(1,2-O-isopropylidene-alpha-D-xylo-tetrofuranos-4-yl)isoxazolidi ne (3) from nitrones and 5,6-dideoxy-1,2-O-isopropylidene-alpha-D-xylo-hex-5- enofuranose (1) is described. The 1,3-dipolar cycloaddition reactions given mainly anti a