Strain?Release Driven Spirocyclization of Azabicyclo[1.1.0]butyl Ketones
نویسندگان
چکیده
Due to their intrinsic rigidity, three-dimensionality and structural novelty, spirocyclic molecules have become increasingly sought-after moieties in drug discovery. Herein, we report a strain-release driven synthesis of azetidine-containing spirocycles by harnessing the inherent ring strain azabicyclo[1.1.0]butane (ABB) fragment. Novel ABB-ketone precursors bearing silyl-protected alcohols were synthesized single step shown engage electrophile-induced spirocyclization-desilylation reactions. Primary, secondary tertiary silyl ethers effectively transformed into library new spiro-azetidines, with range substituents sizes. In addition, products are generated synthetically useful ketone protected-amine functional groups, which provides potential for further elaboration this chemistry be utilized rapid assembly medicinally relevant compounds.
منابع مشابه
The Effect of Property Rights on Entrepreneurship:Evidence from Some Factor-driven, Efficiency-driven, and Innovation-driven Countries
Entrepreneurship is influenced by many factors and environments such as institutions. Institutions have an important role to play in the individual's tendency toward necessity and opportunity entrepreneurship. The purpose of this paper was to examine the impact of institutional quality (property rights) on opportunity and necessity entrepreneurship. The results, based on unbalanced panel data f...
متن کاملDiphenylphosphinoyl-mediated synthesis of ketones.
alpha-Diphenylphosphinoyl ketones are selectively and sequentially alkylated at the alpha-position. Double lithiation and selective alkylation occurs at the less stabilised gamma-position. Dephosphinoylation of the alkylation products gives ketones. Mono-alkylation is selective, highly crystalline intermediates are formed and a one-pot strategy is possible. The method is ideally suited for the ...
متن کاملEvent-driven and Attribute-driven Robustness
Over five decades have passed since the first wave of robust optimization studies conducted by Soyster and Falk. It is outstanding that real-life applications of robust optimization are still swept aside; there is much more potential for investigating the exact nature of uncertainties to obtain intelligent robust models. For this purpose, in this study, we investigate a more refined description...
متن کاملnBu4NI-catalyzed oxidative imidation of ketones with imides: synthesis of α-amino ketones.
nBu4NI-Catalyzed oxidative imidation of ketones and imides for the synthesis of α-amino ketones were realized for the first time. The methodology is characterized by its wide substrate scope even for acetone with readily available phthalimide, saccharin and succinimide, which opens a new pathway for direct imidation of ketones.
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: Angewandte Chemie
سال: 2021
ISSN: ['1521-3773', '1433-7851', '0570-0833']
DOI: https://doi.org/10.1002/ange.202102754