235099-38-4Relevant articles and documents
A short synthesis of the C1-C7 fragment of methymycin by ring-closing olefin metathesis
Cossy,Bauer,Bellosta
, p. 4187 - 4188 (1999)
The synthesis of the C1-C7 fragment of methymycin was achieved via a ring-closing olefin metathesis employing Grubb's catalyst in the presence of Ti(OiPr)4.
A stereoselective approach to 1,3-amino alcohols protected as cyclic carbamates: Kinetic vs. thermodynamic control
Broustal, Garance,Ariza, Xavier,Campagne, Jean-Marc,Garcia, Jordi,Georges, Yohan,Marinetti, Angela,Robiette, Raphael
, p. 4293 - 4297 (2008/03/18)
Direct enantiocontrolled access to 1,3-amino alcohols protected as cyclic carbamates is described. The approach is based on the addition of a silyl dienolate to aldehydes in the presence of 10 % of Carreira's catalyst (vinylogous Mukaiyama-aldol addition)
Stereoselective syntheses of the C1-C5, C7-C15 and C17-C24 fragments of (+)-discodermolide using a catalytic and asymmetric vinylogous Mukaiyama reaction
Bazán-Tejeda, Belén,Georgy, Marie,Campagne, Jean-Marc
, p. 720 - 722 (2007/10/03)
The stereoselective syntheses of C1-C5, C7-C15 and C17-C24 fragments of (+)-discodermolide are described from a common intermediate: an α,β-unsaturated six-membered lactone obtained in one step using a catalytic and asymmetric vinylogous Mukaiyama (CAVM)
Stereoselective synthesis of the C1-C13 fragment of (+)-discodermolide using asymmetric allyltitanations
BouzBouz, Samir,Cossy, Janine
, p. 3029 - 3031 (2007/10/03)
(Matrix presented) The synthesis of the C1-C13 fragment of (+)-discodermolide has been achieved. The configurations of the stereogenic centers have been controlled by enantioselective allyl- and crotyltitanations of aldehydes, and the Z configuration of t
Formal total synthesis of (+)-methynolide
Cossy, Janine,Bauer, David,Bellosta, Véronique
, p. 5909 - 5922 (2007/10/03)
A formal total synthesis of (+)-methynolide was achieved in 23 steps highlighted by a crotylboration, a ring-closing metathesis, a Sharpless kinetic resolution of an allylic alcohol and a Takai reaction.
Catalytic asymmetric access to α,β unsaturated δ-lactones through a vinylogous aldol reaction: Application to the total synthesis of the Prelog-Djerassi lactone
Bluet, Guillaume,Bazan-Tejeda, Belen,Campagne, Jean-Marc
, p. 3807 - 3810 (2007/10/03)
Figure presented A one-step catalytic asymmetric access to α,β unsaturated δ-lactones is described, using a vinylogous Mukaiyama-aldol reaction between a γ-substituted dienolate and various aldehydes in the presence of Carreira catalyst CuF·(S)-tolBinap.
Addition of allenylzinc reagents, prepared in situ from nonracemic propargylic mesylates, to aldehydes. A new synthesis of highly enantioenriched homopropargylic alcohols
Marshall, James A.,Adams, Nicholas D.
, p. 5201 - 5204 (2007/10/03)
Enantioenriched propargylic mesylates are converted to chiral allenylzinc reagents via transient allenylpalladium species by treatment with a Pd(0)-phosphine catalyst in the presence of excess Et2Zn. These zinc reagents undergo S(E)2' additions to various aldehydes to yield mainly the anti homopropargylic alcohol adducts of high ee. The reaction is most efficient in THF with Pd(OAc)2· PPh3 as the catalyst precursor. As little as 2.5 mol % of this precursor is effective.
