1.
J Am Chem Soc
; 135(7): 2501-4, 2013 Feb 20.
Article
in English
| MEDLINE
| ID: mdl-23390951
ABSTRACT
Catalytic enantioselective 1,2-diboration of 1,3-dienes followed by cascade allylborations with dicarbonyls provides rapid entry into carbocyclic reaction products. The stereochemical course of this reaction was studied along with its application in the synthesis of pumilaside aglycon.
Subject(s)
Allyl Compounds/chemistry , Sesquiterpenes/chemical synthesis , Terpenes/chemistry , Catalysis , Molecular Structure , Sesquiterpenes/chemistry , Stereoisomerism , Time Factors
2.
Angew Chem Int Ed Engl
; 51(2): 521-4, 2012 Jan 09.
Article
in English
| MEDLINE
| ID: mdl-22135105
ABSTRACT
More with boron: The development of catalytic enantioselective 1,2-diboration of 1,3-dienes enables a new strategy for enantioselective carbonyl allylation reactions (see scheme). These reactions occur with outstanding levels of stereoselection and can be applied to both monosubstituted and 1,1-disubstituted dienes. The carbonyl allylation reactions provide enantiomerically enriched functionalized homoallylic alcohol products.