Font Size: a A A

Studies toward the total synthesis of the immunosuppressant FK-506

Posted on:2005-03-30Degree:Ph.DType:Thesis
University:University of RochesterCandidate:Cody, Jeremy AlanFull Text:PDF
GTID:2451390008481196Subject:Chemistry
Abstract/Summary:
An approach toward the total synthesis of the macrocyle FK-506 is described. The convergent strategy divides the macrocycle into four subunits. Improvements in the synthesis of subunits C27--C34 and C 11--C21 are described. The coupling strategies of the top segment C8--C21, and the bottom segment C 22--C34 are discussed.; The synthesis of C11--C21 described involves a substrate controlled anti-aldol and approaches to selectively form the E-C19--C20 double bond and regioselectively reduce a gamma,delta-double bond over an alpha,beta-double bond and a remote tri-substituted double bond are discussed.
Keywords/Search Tags:Synthesis, Bond
Related items