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Stereoselective Synthesis of the Monomeric Unit of SCH 351448
Author(s) -
Backes J. René,
Koert Ulrich
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600106
Subject(s) - stereoselectivity , chemistry , aldol reaction , tetrahydropyran , cationic polymerization , wittig reaction , monomer , stereochemistry , organic chemistry , catalysis , ring (chemistry) , polymer
The monomeric unit of the macrodiolide SCH 351448 has been synthesized from three building blocks. Strategic disconnections were chosen between C21–C22 (Wittig) and C10–C11 (stereoselective aldol). The cis configuration of both 2,6‐disubstituted tetrahydropyran rings was established by a stereoselective cationic reduction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)