107441-62-3Relevant academic research and scientific papers
Studies directed towards the synthesis of immunosuppressive agent FK 506: Synthesis of C-20 to C-27 moiety
Rao,Chakraborty,Purandare
, p. 1443 - 1446 (1990)
Regioselective ring opening of (2S,3R)-epoxide of 4-benzyloxy-cis-2-buten-1-ol with Me2CuLi and diastereofacial selective aldol reaction with enolsilane are the key steps involved in the stereospecific construction of '2-methyl-1,3-diol' backbo
Protecting-group-free diastereoselective C-C coupling of 1,3-glycols and allyl acetate through site-selective primary alcohol dehydrogenation
Dechert-Schmitt, Anne-Marie R.,Schmitt, Daniel C.,Krische, Michael J.
, p. 3195 - 3198 (2013/04/24)
Safe from protection! A pronounced kinetic preference for primary alcohol dehydrogenation enables the site-selective iridium catalyzed C-C coupling of polyols with allyl acetate in the absence of protecting groups, premetallated reagents, chiral auxiliaries, and discrete alcohol-to-aldehyde oxidation.
Chelation-controlled ester-derived titanium enolate aldol reaction: Diastereoselective syn-aldols with mono- and bidentate aldehydes
Ghosh, Arun K,Kim, Jae-Hun
, p. 5621 - 5624 (2007/10/03)
A chelation-controlled and highly diastereoselective synthesis of syn-aldols is described. Aldol reaction of (S)-valinol-derived ester with a variety of aldehydes proceeded with high syn-diastereoselectivities (up to 99:1) and isolated yields (94%).
Regioselective Alkyl and Alkynyl Substitution Reactions of Epoxy Alcohols by the Use of Organoaluminum Ate Complexes: Regiochemical Reversal of Nucleophilic Substitution Reactions
Sasaki, Minoru,Tanino, Keiji,Miyashita, Masaaki
, p. 1765 - 1767 (2007/10/03)
(matrix presented) Unprecedented nucleophilic substitution reactions of 2,3-epoxy-1-alkanols with alkyl- and alkynylaluminum ate complexes have been studied and demonstrated to occur at the C2 position with extremely high stereoselectivity, i.e., with exa
Ester derived titanium enolate aldol reaction: Chelation controlled diastereoselective synthesis of syn-aldols
Ghosh, Arun K.,Kim, Jae-Hun
, p. 1227 - 1231 (2007/10/03)
A chelation controlled and highly diastereoselective synthesis of syn-aldols is described. Aldol reaction of commercially available L-phenylalaninol derived esters with a variety of bidentate oxyaldehydes proceeded with excellent syn-diastereoselectivities and isolated yields.
Isomer Selectivity in Stereocontrolled Payne Rearrangement-epoxide Cleavage of 2,3-Epoxy Alcohols in Aprotic Solvents: Application to an Enantioselective Total Synthesis of (+)-exo-Brevicomin
Page, Philip C. Bulman,Rayner, Christopher M.,Sutherland, Ian O.
, p. 1375 - 1382 (2007/10/02)
Organo-copper and -cuprate reagents may be used to trap the more reactive epoxy alkoxide isomer in a Lewis acid-catalysed Payne rearrangement process.This methodology has been used as the key step in a five-step enantioselective total synthesis of (+)-exo
Total synthesis of N-phthaloyl adda methyl ester: All stereocenters originating from a single chiral epoxyalcohol
Chakraborty,Joshi
, p. 2043 - 2046 (2007/10/02)
Selective ring opening of (2S,3R)-epoxide of 4-benzyloxy-cis-2-buten-1-ol either at 2- or 3-position ensures stereospecific construction of all the chiral centers of Adda.
