(-EXO-BREVICOMIN VIA AN ORGANOMETALLIC BOULEVARD())

Authors
SODERQUIST JA RANE AM
Citation
Ja. Soderquist et Am. Rane, (-EXO-BREVICOMIN VIA AN ORGANOMETALLIC BOULEVARD()), Tetrahedron letters, 34(32), 1993, pp. 5031-5034
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
32
Year of publication
1993
Pages
5031 - 5034
Database
ISI
SICI code
0040-4039(1993)34:32<5031:(VAOB>2.0.ZU;2-8
Abstract
The brevicomin carbon skeleton was efficiently constructed through a n ovel 2 + 3 + 4 sequence via organocuprate and Suzuki couplings. The Sh arpless catalytic asymmetric dihydroxylation provided either naturally occurring (+)-exo-brevicomin (+)-7 or its enantiomer, (-)-7, both in 95% ee, in 61% overall yield from allyl bromide.