283177-93-5Relevant articles and documents
o-DPPB-directed stereoselective conjugate addition of organocuprates
Breit, Bernhard,Demel, Peter
, p. 2833 - 2846 (2007/10/03)
Substrate-directed diastereoselective conjugate addition of Gilman cuprates to acyclic enoates has been achieved with the aid of the substrate- bound reagent-directing o-DPPB-group (o-DPPB=ortho-diphenylphosphanyl benzoate). Combining o-DPPB-directed hydroformylation with the o-DPPB- directed cuprate addition provides access to building blocks with up to four stereogenic centers, which may be of relevance for polyketide synthesis. Limit and scope of the o-DPPB-directed cuprate addition of Gilman cuprates with respect to enoate structure as well as control experiments which probe the role of the o-DPPB group are reported. (C) 2000 Elsevier Science Ltd.
Stereoselective synthesis of alcohols, L. Stereoselective synthesis of a C-15/C-27 segment of the venturicidines
Hoffmann, Reinhard W.,Rolle, Ulrike,Goettlich, Richard
, p. 1717 - 1724 (2007/10/03)
Chain extension of an aldehyde by two "propionate" units has been attained by stereoselective allylboration with the chiral 1-methylbutenyl boronate 3 to give, e.g., the homoallylic alcohol 6, followed by a regioselective hydroboration/ carbonylation proc
Synthesis of a C-15/C-27 Segment of Venturicidine
Hoffmann, Reinhard W.,Rolle, Ulrike
, p. 4751 - 4754 (2007/10/02)
The C-15/C-27 segment of venturicidine contains a 1,3,5,n-anti-methylated alkyl chain, which resembles syndiotactic polypropylene and should therefore favor an extended conformation.A synthetic scheme is presented, by which such structures are generated in a cycle of four steps per three stereogenic centers.This allowed the synthesis of the above mentioned venturicidine fragment in 15 steps from propionaldehyde.
