1.2,8'-disubstituted-1,1'-binaphthyls: a new pattern in chiral ligands.
Vyskocil S1, Meca L, Tislerová I, Císarová I, Polásek M, Harutyunyan SR, Belokon YN, Stead RM, Farrugia L, Lockhart SC, Mitchell WL, Kocovský P. Chemistry. 2002 Oct 18;8(20):4633-48.
The title binaphthyls 19 and 26, which are the positional isomers of 2-methoxy-2'-(diphenylphosphino)-1,1'-binaphthyl (MOP, 19) and 2-amino-2'-hydroxy-1,1'-binaphthyl (NOBIN, 26), have been synthesized by Suzuki coupling as the key step (10 + 15-->18), followed by functional group transformations, involving C-P and C-N bond formation (18-->19 and 18-->23). Racemic intermediate 22 was resolved by co-crystallization with N-benzylcinchonidinium chloride and the absolute configuration determined by X-ray crystallography. These novel binaphthyls are configurationally stable and, as such, potentially usable as chiral ligands in asymmetric reactions. Michael addition of the glycine-derived enolate 40 to methyl acrylate, carried out in the presence of (R)-(-)-27 as the chiral phase-transfer catalyst, afforded L-glutamic acid (S)-(+)-43 of 92% ee (after hydrolysis of the primary product).
2.Serum levels of the bone turnover markers dickkopf-1, sclerostin, osteoprotegerin, osteopontin, osteocalcin and 25-hydroxyvitamin D in Swedish geriatric patients aged 75 years or older with a fresh hip fracture and in healthy controls.
Wanby P1, Nobin R2, Von SP3, Brudin L4, Carlsson M3. J Endocrinol Invest. 2016 Feb 5. [Epub ahead of print]
BACKGROUND: Bone turnover markers have a potential clinical use in describing bone remodeling and in predicting fractures.
3.Optimization of prostate biopsy: the role of magnetic resonance imaging targeted biopsy in detection, localization and risk assessment.
Bjurlin MA1, Meng X1, Le Nobin J1, Wysock JS1, Lepor H1, Rosenkrantz AB2, Taneja SS3. J Urol. 2014 Sep;192(3):648-58. doi: 10.1016/j.juro.2014.03.117. Epub 2014 Apr 21.
PURPOSE: Optimization of prostate biopsy requires addressing the shortcomings of standard systematic transrectal ultrasound guided biopsy, including false-negative rates, incorrect risk stratification, detection of clinically insignificant disease and the need for repeat biopsy. Magnetic resonance imaging is an evolving noninvasive imaging modality that increases the accurate localization of prostate cancer at the time of biopsy, and thereby enhances clinical risk assessment and improves the ability to appropriately counsel patients regarding therapy. In this review we 1) summarize the various sequences that comprise a prostate multiparametric magnetic resonance imaging examination along with its performance characteristics in cancer detection, localization and reporting standards; 2) evaluate potential applications of magnetic resonance imaging targeting in prostate biopsy among men with no previous biopsy, a negative previous biopsy and those with low stage cancer; and 3) describe the techniques of magnetic resonance imaging targeted biopsy and comparative study outcomes.
4.Practical Organocatalytic Synthesis of Functionalized Non-C2 -Symmetrical Atropisomeric Biaryls.
Gao H1, Xu QL1,2, Keene C1, Yousufuddin M3, Ess DH4, Kürti L5. Angew Chem Int Ed Engl. 2016 Jan 11;55(2):566-71. doi: 10.1002/anie.201508419. Epub 2015 Nov 23.
An organic acid catalyzed direct arylation of aromatic C(sp(2) )H bonds in phenols and naphthols for the preparation of 1,1'-linked functionalized biaryls was developed. The products are non-C2 -symmetrical, atropoisomeric, and represent previously untapped chemical space. Overall this transformation is operationally simple, does not require an external oxidant, is readily scaled up (up to 98 mmol), and the structurally diverse 2,2'-dihydroxy biaryl (i.e., BINOL-type), as well as 2-amino-2'-hydroxy products (i.e., NOBIN-type) are formed with complete regioselectivity. Density-functional calculations suggest that the quinone and imino-quinone monoacetal coupling partners are exclusively arylated at their α-position by an asynchronous [3,3]-sigmatropic rearrangement of a mixed acetal species which is formed in situ under the reaction conditions.
