BIDIRECTIONAL AND CONVERGENT ROUTES TO OLIGO(TETRAHYDROFURANS)

Citation
U. Koert et al., BIDIRECTIONAL AND CONVERGENT ROUTES TO OLIGO(TETRAHYDROFURANS), Chemistry, 3(7), 1997, pp. 1170-1180
Citations number
51
Categorie Soggetti
Chemistry
Journal title
ISSN journal
09476539
Volume
3
Issue
7
Year of publication
1997
Pages
1170 - 1180
Database
ISI
SICI code
0947-6539(1997)3:7<1170:BACRTO>2.0.ZU;2-R
Abstract
Oligo(tetrahydrofurans) (oligo-THFs) 8-12 have been synthesised stereo selectively. Multiple Williamson reactions were used as key steps. Whi le oligo-TWFs with an even number of THF rings like the bi-THFs 8 and 9 as well as the tetra-THFs 10 and 11 were obtained by a bidirectional strategy, the penta-THF 12 with an odd number of THF rings was prepar ed by a convergent strategy with a sulfone-aldehyde coupling as connec ting step, The oligo-THF products are important structural features of natural (Annonaceae acetogenins) and non-natural (artificial inn chan nels) products.