106357-24-8Relevant academic research and scientific papers
Preparation of (2R, 3R, 4R)-3-hydroxy-2,4,6-trimethylheptanoic acid via enzymatic desymmertization
Tokairin, Yoshinori,Konno, Hiroyuki
, p. 39 - 45 (2016/12/09)
Synthesis of a unique fatty acyl unit to build the N-terminus of callipeltin A and homophymine B is described. Our approach to access (2R, 3R, 4R)-3-hydroxy-2,4,6-trimethylheptanoic acid uses enzymatic hydrolysis for the desymmetrization of achiral acetate, followed by diastereoselective Roush crotylboration and Wittig olefination for the backbone construction.
Step-economic synthesis of (+)-crocacin C: A concise crotylboronation/[3,3] -sigmatropic rearrangement approach
Pasqua, Adele E.,Ferrari, Frank D.,Hamman, Chris,Liu, Yanzhou,Crawford, James J.,Marquez, Rodolfo
, p. 6989 - 6997 (2012/09/25)
The step-economic total synthesis of (+)-crocacin C has been achieved in 20% yield from commercially available starting materials. This approach requires the isolation of only 8 intermediates and can provide a reliable supply of (+)-crocacin C for the development of new antifungal and crop protection agents.
Diastereoselective synthesis of useful building blocks by crotylation of β-branched α-methylaldehydes with potassium crotyltrifluoroborates
Tanaka, Kyosuke,Fujimori, Yukiko,Saikawa, Yoko,Nakata, Masaya
, p. 6292 - 6298 (2008/12/22)
(Chemical Equation Presented) The diastereoselective construction of stereotriads having consecutive methyl, hydroxy, and methyl substituents was realized by the substrate-controlled crotylation of β-branched α-methylaldehydes with potassium crotyltrifluoroborates. Especially, crotylation of 2-(1,3-dithian-2-yl)propanal with potassium (E)- crotyltrifluoroborate afforded, in good yield and with excellent diastereoselectivity, a useful building block that has different and potential functional groups on both ends.
Total synthesis and evaluation of cytostatin, its C10-C11 diastereomers, and additional key analogues: Impact on PP2A inhibition
Lawhorn, Brian G.,Boga, Sobhana B.,Wolkenberg, Scott E.,Colby, David A.,Gauss, Carla-Maria,Swingle, Mark R.,Amable, Lauren,Honkanen, Richard E.,Boger, Dale L.
, p. 16720 - 16732 (2007/10/03)
The total synthesis of cytostatin, an antitumor agent belonging to the fostriecin family of natural products, is described in full detail. The convergent approach relied on a key epoxide-opening reaction to join the two stereotriad units and a single-step
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.
Synthetic studies towards phorboxazole A. A concise stereoselective synthesis of the C20-C26 pentasubstituted oxane ring unit
Ye, Tao,Pattenden, Gerald
, p. 319 - 322 (2007/10/03)
A stereoselective synthesis of the 2,6-cis oxane unit, accommodating five contiguous asymmetric centres, found in the novel marine natural product phorboxazole A 1, is described.
Synthesis of the acyltetronic acid ionophore tetronasin (ICI M139603)
Ley, Steven V.,Brown, Dearg S.,Clase, J. Andrew,Fairbanks, Antony J.,Lennon, Ian C.,Osborn, Helen M. I.,Stokes, Elaine S. E.,Wadsworth, David J.
, p. 2259 - 2276 (2007/10/03)
A synthetic strategy for the preparation of tetronasin 1, an acyltetronic acid ionophore demonstrating antibiotic, antiparasitic and growth promotion in ruminants is described. The key step involves a metal mediated cyclization reaction which creates two
