Asymmetric hetero-Diels-Alder reaction of chiral pinanediol 1,3-dienylboronates with azo-compounds

Authors
Zhang, A Kan, Y Jiang, B
Citation
A. Zhang et al., Asymmetric hetero-Diels-Alder reaction of chiral pinanediol 1,3-dienylboronates with azo-compounds, TETRAHEDRON, 57(12), 2001, pp. 2305-2309
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
12
Year of publication
2001
Pages
2305 - 2309
Database
ISI
SICI code
0040-4020(20010317)57:12<2305:AHROCP>2.0.ZU;2-B
Abstract
The asymmetric hetero-Diels-Alder reaction of 1,3-dienylboronates 1a and 1b with ate-compounds was investigated. The inductive effect of the methyl in 1,3-dienylboronate 1a resulted in an unusual product 7, while the normal c ycloadduct 8 could be obtained as the single stereoisomer by using 1,3-dien ylboronate 1b. (C) 2001 Elsevier Science Ltd. All rights reserved.