Transition Structures of Diastereoselective 1,3-Dipolar Cycloadditions of Nitrile Oxides to Chiral Homoallylic Alcohols
نویسندگان
چکیده
منابع مشابه
1,3-Dipolar Cycloaddition Reaction of Nitrile Oxides to Isatin Imines
A<span style="font-size: 10.0pt; font-family: 'Times New Roman','serif'; mso-fareast-font-family: 'Times New Roman'; mso-ansi-language: EN-US; mso-fareast-language: EN-US; mso-bidi-language: AR-...
متن کاملMechanistic Impact of Oxime Formation Accompanying 1,3-Dipolar Cycloadditions of Nitrile Oxides
Benzonitrile oxide (la) reach with 1,1,2,2,3,3-hexamethyl-4,5-bis(methylene)cyclopen~e (5) to give a mixture of the 1,3-dipolar cycloaddition product 8 and the oxime 9. This reaction is 26 times slower than the corresponding reaction of la with 1,2-bis(methylene)cyclopentane (15), which exclusively yields the 2-isoxazoline 19. With the assumption that the oxime 9 is generated by a stepwise proc...
متن کاملHighly regioselective nitrile oxide dipolar cycloadditions with ortho-nitrophenyl alkynes.
The dipolar cycloadditions of ortho-nitrophenyl alkynes with aryl nitrile oxides has been demonstrated. A range of substituents are tolerated on the alkyne. These reactions proceed with excellent levels of regioselectivity. Subsequent functionalization of the isoxazole scaffold has been demonstrated.
متن کاملHighly diastereoselective 1,3-dipolar cycloadditions of chiral non-racemic nitrones to 1,2-diaza-1,3-dienes: an experimental and computational investigation.
Asymmetric 1,3-dipolar cycloadditions between 1,2-diaza-1,3-dienes and chiral non-racemic nitrones to give 3-substituted-5-diazenyl isoxazolidines were studied both experimentally and theoretically. Whereas cyclic nitrones provide complete selectivity for the cycloaddition reaction (only one isomer is obtained), acyclic nitrones derived from D-glyceraldehyde and D-galactose lead to 1 : 1 mixtur...
متن کاملDiastereoselective 1,3-dipolar cycloaddition of pyrylium ylides with chiral enamides.
Chiral enamides 5f-i were found to react with pyrylium ylides to give cycloadducts 6d-i in good yields with an excellent level of stereoselectivity. The chiral auxiliary was successfully removed on hydrogenolysis of compound 6f in continuous flow (H-Cube) resulting in the first asymmetric synthesis of complex amine 8.
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 Letters
سال: 2007
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol062751x