Acylative dealkylation of N-tert-butyl-3-substituted azetidines: Facile access to [1.1.0]azabicyclobutane, 3-hydroxyazetidinium hydrochloride, and 3-azetidinones

被引：28

作者：

Dave, PR

机构：

[1] GEO-CENTERS, Inc., ARDEC, Building 3028, Picatinny Arsenal

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 16期

关键词：

D O I：

10.1021/jo9602579

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel acylative dealkylation of N-tert-butylazetidines and its application to the facile high-yield syntheses of [1.1.0]azabicyclobutane, 3-hydroxyazetidinium hydrochloride, and 3-azetidinones is described.

引用

页码：5453 / 5455

页数：3

共 26 条

[1] AMMON HL, UNPUB
[2] SYNTHESIS OF AZETIDINE-3-CARBOXYLIC ACID
ANDERSON, AG
LOK, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (24) : 3953 - &
[3] CHARAMIN, A QUATERNARY AMMONIUM ION ANTIBIOTIC FROM THE GREEN-ALGA CHARA-GLOBULARIS
ANTHONI, U
NIELSEN, PH
SMITHHANSEN, L
WIUMANDERSEN, S
CHRISTOPHERSEN, C
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (04) : 694 - 695
[4] SYNTHESIS AND X-RAY CRYSTAL-STRUCTURE OF 1,3,3-TRINITROAZETIDINE
ARCHIBALD, TG
GILARDI, R
BAUM, K
GEORGE, C
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (09) : 2920 - 2924
[5] SYNTHESIS OF 1,3,3-TRINITROAZETIDINE VIA THE OXIDATIVE NITROLYSIS OF N-P-TOSYL-3-AZETIDINONE OXIME
AXENROD, T
WATNICK, C
YAZDEKHASTI, H
DAVE, PR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (07) : 1959 - 1964
[6] PREPARATION OF 3-OXOAZETIDINE AND 3-ETHYLIDENEAZETIDINE DERIVATIVES
BAUMANN, H
DUTHALER, RO
[J]. HELVETICA CHIMICA ACTA, 1988, 71 (05) : 1035 - 1041
[7] CHATTERJEE SS, 1968, J CHEM SOC CHEM COMM, P93
[8] SYNTHESES AND REACTIONS OF 1-AZABICYCLO(1.1.0)BUTANES
FUNKE, W
[J]. CHEMISCHE BERICHTE-RECUEIL, 1969, 102 (09): : 3148 - &
[9] SYNTHESIS AND PROPERTIES OF 1-AZABICYCLO[1.1.0]BUTANES
FUNKE, W
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1969, 8 (01) : 70 - &
[10] CYCLIZATION OF 1-ALKYLAMINO-3-HALO-2-ALKANOLS ATO 1-ALKYL-3-AZETIDINOLS
GAERTNER, VR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (10) : 2972 - &

← 1 2 3 →