REGIOSELECTIVE AND STEREOSELECTIVE SYNTHESIS OF POLYENIC VINYLTIN ACETALS - THE UNEXPECTED EFFECT OF THE NATURE OF A REMOTE ACETAL FUNCTIONON THE REGIOSELECTIVITY OF THE STANNYLMETALLATION

Authors
SUZENET F BLART E QUINTARD JP
Citation
F. Suzenet et al., REGIOSELECTIVE AND STEREOSELECTIVE SYNTHESIS OF POLYENIC VINYLTIN ACETALS - THE UNEXPECTED EFFECT OF THE NATURE OF A REMOTE ACETAL FUNCTIONON THE REGIOSELECTIVITY OF THE STANNYLMETALLATION, Synlett, (8), 1998, pp. 879
Citations number
40
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
8
Year of publication
1998
Database
ISI
SICI code
0936-5214(1998):8<879:RASSOP>2.0.ZU;2-P
Abstract
Stannylmetallation of protected enynals with Bu3Sn(Bu)CuCNLi2 has been proved to be highly dependent on the substrate and on the experimenta l conditions. (2E,4E)-5-Tributylstannylpenta-2,4-dienal acetal was obt ained as a nearly pure isomer when ethylene glycol acetal was used as a protecting group with a 0.28 M stannyl anion concentration.