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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

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MLA
Žukauskaitė, Asta, et al. “Synthesis of Alkyl 3-Chloroazetidine-3-Carboxylates via Regioselective Ring Transformation of Alkyl 2-(Bromomethyl)Aziridine-2-Carboxylates.” HETEROCYCLES, vol. 88, no. 1, 2014, pp. 731–40, doi:10.3987/COM-13-S(S)35.
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. https://doi.org/10.3987/COM-13-S(S)35
Chicago author-date
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): 731–40. https://doi.org/10.3987/COM-13-S(S)35.
Chicago author-date (all authors)
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. doi:10.3987/COM-13-S(S)35.
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.
IEEE
[1]
A. Žukauskaitė, S. Mangelinckx, A. Sackus, and N. De Kimpe, “Synthesis of alkyl 3-chloroazetidine-3-carboxylates via regioselective ring transformation of alkyl 2-(bromomethyl)aziridine-2-carboxylates,” HETEROCYCLES, vol. 88, no. 1, pp. 731–740, 2014.
@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://doi.org/10.3987/COM-13-S(S)35}},
  volume       = {{88}},
  year         = {{2014}},
}

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