First stereoselective inverse demand [4+2] cycloaddition reactions of novel chiral allenamides with heterodienes. Preparation of highly functionalized 5-arylpyranyl heterocycles

Authors
Wei, LL Hsung, RP Xiong, H Mulder, JA Nkansah, NT
Citation
Ll. Wei et al., First stereoselective inverse demand [4+2] cycloaddition reactions of novel chiral allenamides with heterodienes. Preparation of highly functionalized 5-arylpyranyl heterocycles, ORG LETT, 1(13), 1999, pp. 2145-2148
Citations number
28
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
1
Issue
13
Year of publication
1999
Pages
2145 - 2148
Database
ISI
SICI code
1523-7060(199912)1:13<2145:FSID[C>2.0.ZU;2-E
Abstract
The first stereoselective inverse demand [4 + 2] cycloaddition reactions of chiral allenamides with heterodienes are described here. These reactions l ead to stereoselective synthesis of highly functionalized pyranyl heterocyc les. A mechanistic model is also proposed here based on the stereochemical assignment and comparisons of stereoselectivities obtained from various chi ral allenamides.