SYNTHETIC APPROACHES TO RAPAMYCIN .3. SYNTHESIS OF A C1-C21 FRAGMENT

Citation
L. Harris et al., SYNTHETIC APPROACHES TO RAPAMYCIN .3. SYNTHESIS OF A C1-C21 FRAGMENT, Synlett, (9), 1996, pp. 903
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
09365214
Issue
9
Year of publication
1996
Database
ISI
SICI code
0936-5214(1996):9<903:SATR.S>2.0.ZU;2-#
Abstract
Key steps in two alternative approaches to the C10-C21 fragments 4 and 17 of the immunosuppressant rapamycin employ catalytic asymmetric all ylation and catalytic asymmetric hydrogenation to introduce the first stereogenic centre at C14. Appendage of C1-C9 via trapping of an a-oxo ketene intermediate generates the C1-C21 fragment 5.