First total synthesis of macrosphelides C and F

Authors
Kobayashi, Y Acharya, HP
Citation
Y. Kobayashi et Hp. Acharya, First total synthesis of macrosphelides C and F, TETRAHEDR L, 42(15), 2001, pp. 2817-2820
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
15
Year of publication
2001
Pages
2817 - 2820
Database
ISI
SICI code
0040-4039(20010409)42:15<2817:FTSOMC>2.0.ZU;2-4
Abstract
Macrosphelides C and F were synthesized by lactonization of 14-oxo seco aci ds at the O(10)-C(11) bond followed by reduction and Mitsunobu inversion of the resulting hydroxyl group. The seco acids were prepared from the corres ponding furans by furan ring-opening with NBS followed by further oxidation of the 4-oxo-2-alkenals with NaClO2. (C) 2001 Elsevier Science Ltd. All ri ghts reserved.