ASYMMETRIC DIHYDROXYLATION AFFORDS ENANTIOMERICALLY PURE C-12 BUILDING-BLOCKS FROM TRANS,TRANS,CIS-1,5,9-CYCLODODECATRIENE

Authors
HUGGER U SHARPLESS KB
Citation
U. Hugger et Kb. Sharpless, ASYMMETRIC DIHYDROXYLATION AFFORDS ENANTIOMERICALLY PURE C-12 BUILDING-BLOCKS FROM TRANS,TRANS,CIS-1,5,9-CYCLODODECATRIENE, Tetrahedron letters, 36(37), 1995, pp. 6603-6606
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
37
Year of publication
1995
Pages
6603 - 6606
Database
ISI
SICI code
0040-4039(1995)36:37<6603:ADAEPC>2.0.ZU;2-8
Abstract
Through sequential catalytic asymmetric dihydroxylation (AD), t,t,c-1, 5,9-cyclododecatriene is transformed into functionalized cyclic cis-ol efins with high enantio- and diastereocontrol. To demonstrate their sy nthetic utility as sources for open chain C-12 building blocks, one su ch intermediate is convened into an a,alpha,omega-diester in which the chain ends are differentiated.