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Synthesis of alkyl 3-chloroazetidine-3-carboxylates via regioselective ring transformation of alkyl 2-(bromomethyl)aziridine-2-carboxylates

(2014) HETEROCYCLES. 88(1). p.731-740
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Organization
Abstract
The synthesis of alkyl 3-chloroazetidine-3-carboxylates was developed by ring transformation of alkyl 2-(bromomethyl)aziridine-2-carboxylates utilizing ring opening with hydrochloric acid at the more sterically hindered carbon atom of the aziridine ring and subsequent base-promoted ring closure.
Keywords
AZIRIDINES, REARRANGEMENT, CLEAVAGE, ACID, REACTIVITY, AZETIDINE, DERIVATIVES, Ring Transformation, Ring Closure Reaction, Ring Opening Reaction, Azetidine, Aziridine

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Citation

Please use this url to cite or link to this publication:

Chicago
Žukauskaitė, Asta, Sven Mangelinckx, Algirdas Sackus, and Norbert De Kimpe. 2014. “Synthesis of Alkyl 3-chloroazetidine-3-carboxylates via Regioselective Ring Transformation of Alkyl 2-(bromomethyl)aziridine-2-carboxylates.” Heterocycles 88 (1): 731–740.
APA
Žukauskaitė, A., Mangelinckx, S., Sackus, A., & De Kimpe, N. (2014). Synthesis of alkyl 3-chloroazetidine-3-carboxylates via regioselective ring transformation of alkyl 2-(bromomethyl)aziridine-2-carboxylates. HETEROCYCLES, 88(1), 731–740.
Vancouver
1.
Žukauskaitė A, Mangelinckx S, Sackus A, De Kimpe N. Synthesis of alkyl 3-chloroazetidine-3-carboxylates via regioselective ring transformation of alkyl 2-(bromomethyl)aziridine-2-carboxylates. HETEROCYCLES. 2014;88(1):731–40.
MLA
Žukauskaitė, Asta, Sven Mangelinckx, Algirdas Sackus, et al. “Synthesis of Alkyl 3-chloroazetidine-3-carboxylates via Regioselective Ring Transformation of Alkyl 2-(bromomethyl)aziridine-2-carboxylates.” HETEROCYCLES 88.1 (2014): 731–740. Print.
@article{4329033,
  abstract     = {The synthesis of alkyl 3-chloroazetidine-3-carboxylates was developed by ring transformation of alkyl 2-(bromomethyl)aziridine-2-carboxylates utilizing ring opening with hydrochloric acid at the more sterically hindered carbon atom of the aziridine ring and subsequent base-promoted ring closure.},
  author       = {Žukauskaitė, Asta and Mangelinckx, Sven and Sackus, Algirdas and De Kimpe, Norbert},
  issn         = {0385-5414},
  journal      = {HETEROCYCLES},
  keywords     = {AZIRIDINES,REARRANGEMENT,CLEAVAGE,ACID,REACTIVITY,AZETIDINE,DERIVATIVES,Ring Transformation,Ring Closure Reaction,Ring Opening Reaction,Azetidine,Aziridine},
  language     = {eng},
  number       = {1},
  pages        = {731--740},
  title        = {Synthesis of alkyl 3-chloroazetidine-3-carboxylates via regioselective ring transformation of alkyl 2-(bromomethyl)aziridine-2-carboxylates},
  url          = {http://dx.doi.org/10.3987/COM-13-S(S)35},
  volume       = {88},
  year         = {2014},
}

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