Progress toward the total synthesis of cassaine via the transannular Diels-Alder strategy

Authors
Phoenix, S Bourque, E Deslongchamps, P
Citation
S. Phoenix et al., Progress toward the total synthesis of cassaine via the transannular Diels-Alder strategy, ORG LETT, 2(26), 2000, pp. 4149-4152
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
26
Year of publication
2000
Pages
4149 - 4152
Database
ISI
SICI code
1523-7060(200012)2:26<4149:PTTTSO>2.0.ZU;2-A
Abstract
[GRAPHICS] The transannular Diels-Alder reaction of trans-trans-trans macrocyclic trie ne A, bearing two cis substiuents in C-12 and C-13 as well as a gem-dimethy l in C-4, was studied. Under thermal conditions, only the desired trans-ant i cis tricycle B was obtained. This tricycle represents an advanced interme diate toward the total synthesis of cassaine C.