cheminform abstract: diastereocontrolled synthesis of enantiopure trans- and cis-5-allylprolinols...

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2001 amino acids, peptides

amino acids, peptidesU 0400

17 - 205Diastereocontrolled Synthesis of Enantiopure trans- and cis-5-Allylprolinols via a Ring-Contraction Protocol. — The opticallyactive piperidinols (I) and (V), available starting from 3-hydroxypyridine, aretransformed to the required prolinols (III) and (VI) following the optimized con-ditions shown. By-products (IV) and (VII) can be readily recycled via alkalinemethanolysis. — (SAKAGAMI, HIDEKI; OGASAWARA, KUNIO; Synlett(2001) 1, 45-48; Pharm. Inst., Tohoku Univ., Aobayama, Sendai 980, Japan; EN)

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