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2005
Cycloalkylphenyl derivatives
Q 0760
New Reagent System for Attaining High Regio- and Stereoselectivities in Allylic
of 4-Cyclopentene-1,3-diol Monoacetate with Aryl- and Alkenyl21- 105 Displacement
magnesium Bromides. — A new method to attain high regioselectivity in the allylic
displacement of monoacetate (I) with aryl- and alkenylmagnesium bromides is developed by the addition of LiCl or MgCl2 to the reaction mixture. A high regioselectivity
is observed and products of type (IV)/(VII) are only formed in low amounts. Furthermore, the process is highly stereoselective. The method is applied to the preparation of
AH-13205 (X). — (KOBAYASHI*, Y.; NAKATA, K.; AINAI, T.; Org. Lett. 7 (2005)
2, 183-186; Dep. Biomol. Eng., Tokyo Inst. Technol., Midori, Yokohama 226, Japan;
Eng.) — Steudel
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