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- Title
Towards Stereoselective Synthesis of the C(31)-C(39) and C(20)-C(27) Fragments of Phorboxazole A.
- Authors
Raju, Kammari Bal; Kumar, Bejjanki Naveen; Kumar, Bandari Sampath; Nagaiah, Kommu
- Abstract
The stereoselective synthesis of the C(31)-C(39) and C(20)-C(27) fragments of phorboxazole A ( 1) was achieved from commercially available and inexpensive D-mannitol. Crimmins aldol reaction and a decarboxylative Claisen-type reaction are the key steps for the C(31)-C(39) fragment, and L-proline-catalyzed aldol reaction, Sharpless asymmetric epoxidation, and epoxide ring opening reaction with Gilman's reagent are the key steps for the C(20)-C(27) fragment of phorboxazole.
- Subjects
STEREOSELECTIVE reaction kinetics; PHORBOXAZOLES; MANNITOL; ALDOL condensation; CLAISEN condensation; EPOXIDATION; GILMAN reagents
- Publication
Helvetica Chimica Acta, 2015, Vol 98, Issue 3, p386
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.201400279