2008

CarbohydratesU 0500 Diastereoselective Michael Initiated Ring Closure on Vinyl Sulfone-Modified Car-

bohydrates: A Stereospecific and General Route to α-Substituted Cyclopropanes. — Treatment of carbohydrates of type (I) and (XII) with O-, C-, and N-nucleophiles results in efficient and stereoselective formation of cyclopropanated sugars. These compounds are useful synthons which can smoothly be converted into various deriva-tives. They also allow easy access to chiral cyclopropanes via furan ring opening. — (DAS, I.; PAL, T. K.; PATHAK*, T.; J. Org. Chem. 72 (2007) 24, 9181-9189; Dep. Chem., Indian Inst. Technol., Kharagpur 721 302, India; Eng.) — Jannicke

14- 211