Basar N1, Donnelly S, Sirat HM, Thomas EJ.
Org Biomol Chem. 2013 Dec 28;11(48):8476-505. doi: 10.1039/c3ob41931b. Epub 2013 Nov 11.Reactions of 5-benzyloxy-4-methylpent-2-enyl(tributyl)stannane with aldehydes promoted by bismuth(III) iodide were usefully stereoselective in favour of the (E)-1,5-anti-6-benzyloxy-5-methylalk-3-en-1-ols. Similar stereoselectivity was observed for reactions of analogous 5-benzyloxy-4-methylpent-2-enyl bromides with aldehydes when promoted by a low valency bismuth species prepared by reduction of bismuth(III) triiodide with powdered zinc so providing a "tin-free" procedure. Read More