An Efficient Synthesis of 4-Heterofunction-Substituted 3-(1-Hydroxy)ethylazetidin-2-ones from 3-(1-Hydroxy)ethyl-4-phenylsulfinylazatidin-2-one by Reaction with Silylated Heteronucleophiles

An Efficient Synthesis of 4-Heterofunction-Substituted 3-(1-Hydroxy)ethylazetidin-2-ones from 3-(1-Hydroxy)ethyl-4-phenylsulfinylazatidin-2-one by Reaction with Silylated Heteronucleophiles

3-(1-tert-Butyldimethylsiloxy)ethyl-4-sulfinylazetidin-2-one was reacted with silylated N-, S-, O-, and P-nucleophiles in the presence of a catalytic amount of ZnI2 to give the corresponding trans-4-heterofunction-substituted azetidin-2-ones in high yelids.

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1992/07/25, Vol.40(7), pp.1733-1736
Hauptverfasser: KITA, Yasuyuki, SHIBATA, Norio, YOSHIDA, Naoki, TOHJO, Takashi
Format: Artikel
Sprache:eng
Schlagworte:
3-(1-hydroxy)ethylazetidin-2-one
4-sulfinylazetidin-2-one
silylated heteronucleophile
substitution
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Zusammenfassung:3-(1-tert-Butyldimethylsiloxy)ethyl-4-sulfinylazetidin-2-one was reacted with silylated N-, S-, O-, and P-nucleophiles in the presence of a catalytic amount of ZnI2 to give the corresponding trans-4-heterofunction-substituted azetidin-2-ones in high yelids.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.40.1733