Diastereoselective synthesis of vicinal amino alcohols
نویسندگان
چکیده
منابع مشابه
Diastereoselective synthesis of vicinal amino alcohols.
The vicinal amino alcohol is a common motif in natural products and pharmaceuticals. Amino acids constitute a natural, inexpensive, and enantiopure choice of starting material for the synthesis of such functionalities. However, the matters concerning diastereoselectivity are not obvious. This Perspective takes a look in the field of diastereoselective synthesis of vicinal amino alcohols startin...
متن کاملEnantio- and diastereoselective synthesis of γ-amino alcohols.
The γ-amino alcohol structural motif is often encountered in drugs and natural products. We developed two complementary catalytic diastereoselective methods for the synthesis of N-PMP-protected γ-amino alcohols from the corresponding ketones. The anti-products were obtained through Ir-catalyzed asymmetric transfer hydrogenation, the syn-products via Rh-catalyzed asymmetric hydrogenation.
متن کاملAsymmetric synthesis of vicinal amino alcohols: xestoaminol C, sphinganine and sphingosine.
The highly diastereoselective anti-aminohydroxylation of alpha,beta-unsaturated esters, via conjugate addition of lithium (S)-N-benzyl-N-(alpha-methylbenzyl)amide and subsequent in situ enolate oxidation with (+)-(camphorsulfonyl)oxaziridine, has been used as the key step in the asymmetric synthesis of N,O-diacetyl xestoaminol C (41% yield over 8 steps), N,O,O-triacetyl sphinganine (30% yield o...
متن کاملDirect reductive coupling of secondary amides: chemoselective formation of vicinal diamines and vicinal amino alcohols.
We report the first one-pot reductive homocoupling reaction of secondary amides and cross-coupling reaction of secondary amides with ketones to give secondary vicinal diamines and amino alcohols. This method relies on the direct generation of α-amino carbon radicals from secondary amides by activation with trifluoromethanesulfonic anhydride, partial reduction with triethylsilane and samarium di...
متن کاملsyn-1,2-Amino alcohols via diastereoselective allylic C-H amination.
syn-1,2-Amino alcohols are prevalent motifs in a diverse range of important small molecules such as natural products, pharmaceuticals, and asymmetric catalysts. The majority of methods for selectively constructing 1,2-amino alcohols rely on functional group interconversions or C-C bond-forming reactions using preoxidized materials.1 Selective methods for directly installing nitrogen functionali...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Organic & Biomolecular Chemistry
سال: 2012
ISSN: 1477-0520,1477-0539
DOI: 10.1039/c2ob25357g