Asymmetric nitrogen 60. Acylation as a pathway to optically active 1,3,3-trisubstituted diaziridines

G. V. Shustov; S. N. Denisenko; M. A. Shokhen; R. G. Kostyanovskii

doi:10.1007/bf00961119

Asymmetric nitrogen 60. Acylation as a pathway to optically active 1,3,3-trisubstituted diaziridines

G. V. Shustov
, S. N. Denisenko
, M. A. Shokhen
, R. G. Kostyanovskii

RAS - N.N. Semenov Institute of Chemical Physics

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

1. The acylation of 1,3,3-trisubstituted diaziridines with acyl chlorides is realized primarily at the substituted N¹ atom and is accompanied by diaziridine-hydrazone rearrangement. 2. Acylation with a 0.5-mole amount of (S)-N-tosylproline chloride is an effective method for the optical activation of 1,3,3-trialkyldiaziridines and can be used to determine the absolute configurations of these compounds.

Original language	English
Pages (from-to)	1665-1671
Number of pages	7
Journal	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science
Volume	37
Issue number	8
DOIs	https://doi.org/10.1007/bf00961119
State	Published - Aug 1988
Externally published	Yes

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abstract = "1. The acylation of 1,3,3-trisubstituted diaziridines with acyl chlorides is realized primarily at the substituted N1 atom and is accompanied by diaziridine-hydrazone rearrangement. 2. Acylation with a 0.5-mole amount of (S)-N-tosylproline chloride is an effective method for the optical activation of 1,3,3-trialkyldiaziridines and can be used to determine the absolute configurations of these compounds.",

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AU - Shustov, G. V.

AU - Denisenko, S. N.

AU - Shokhen, M. A.

AU - Kostyanovskii, R. G.

PY - 1988/8

Y1 - 1988/8

N2 - 1. The acylation of 1,3,3-trisubstituted diaziridines with acyl chlorides is realized primarily at the substituted N1 atom and is accompanied by diaziridine-hydrazone rearrangement. 2. Acylation with a 0.5-mole amount of (S)-N-tosylproline chloride is an effective method for the optical activation of 1,3,3-trialkyldiaziridines and can be used to determine the absolute configurations of these compounds.

AB - 1. The acylation of 1,3,3-trisubstituted diaziridines with acyl chlorides is realized primarily at the substituted N1 atom and is accompanied by diaziridine-hydrazone rearrangement. 2. Acylation with a 0.5-mole amount of (S)-N-tosylproline chloride is an effective method for the optical activation of 1,3,3-trialkyldiaziridines and can be used to determine the absolute configurations of these compounds.

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JF - Bulletin of the Academy of Sciences of the USSR Division of Chemical Science

IS - 8

ER -

Asymmetric nitrogen 60. Acylation as a pathway to optically active 1,3,3-trisubstituted diaziridines

Abstract

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