ASYMMETRIC ADDITION OF (PHENOXYMETHYL)-2-PROPENYL]BIS(2-ISOCARANYL)BORANE TO ALDEHYDES AND FURTHER CYCLIZATION TO CHIRAL 3-METHYLENETETRAHYDROFURANS

Authors
VANDERHEIDE TAJ VANDERBAAN JL BIJPOST EA DEKANTER FJJ BICKELHAUPT F KLUMPP GW
Citation
Taj. Vanderheide et al., ASYMMETRIC ADDITION OF (PHENOXYMETHYL)-2-PROPENYL]BIS(2-ISOCARANYL)BORANE TO ALDEHYDES AND FURTHER CYCLIZATION TO CHIRAL 3-METHYLENETETRAHYDROFURANS, Tetrahedron letters, 34(29), 1993, pp. 4655-4656
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
29
Year of publication
1993
Pages
4655 - 4656
Database
ISI
SICI code
0040-4039(1993)34:29<4655:AAO(>2.0.ZU;2-R
Abstract
Allyboration of aldehydes with the functionalized B-allylbis(2-isocara nyl)boranes 3 afforded functionalized homoallyl alcohols 4 with 71-91% e.e.. After deprotonation 4 can be cyclized under Pd(0) catalysis to give chiral 3-methylenetetrahydrofurans 5.