Enantiospecific syntheses of pseudopterosin aglycones. Part 1. Synthesis of the putative aglycone of pseudopterosin G-J via an A -> AB -> ABC annulation strategy

Authors
Chow, R Kocienski, PJ Kuhl, A LeBrazidec, JY Muir, K Fish, P
Citation
R. Chow et al., Enantiospecific syntheses of pseudopterosin aglycones. Part 1. Synthesis of the putative aglycone of pseudopterosin G-J via an A -> AB -> ABC annulation strategy, J CHEM S P1, (19), 2001, pp. 2344-2355
Citations number
54
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14727781 → ACNP
Issue
19
Year of publication
2001
Pages
2344 - 2355
Database
ISI
SICI code
1472-7781(20011007):19<2344:ESOPAP>2.0.ZU;2-T
Abstract
The putative aglycone of pseudopterosin G-J and its enantiomer were synthes ised enantio specifically from 2,3-dimethoxytoluene and eta (3)-allyl catio nic complexes of molybdenum and iron respectively. The A --> AB --> ABC ann ulation strategy entailed the use of allyl cations or their equivalents for the creation of the three benzylic stereogenic centres. The X-ray structur e of tetrahydro naphthalene (-)-41a was determined.