A NOVEL REARRANGEMENT REACTION CONVERSION OF 3-(CHLOROMETHYL)AZETIDIN-2-ONES TO AZETIDINE-3-CARBOXYLIC ACID-ESTERS

被引:10
作者
BARTHOLOMEW, D
STOCKS, MJ
机构
关键词
D O I
10.1016/S0040-4039(00)92310-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Transformation of 3-(chloromethyl)azetidin-2-ones to azetidine-3-carboxylic acid esters is described. The readily available 3-(chloromethyl)azetidin-2-ones rearranged in good yields to azetidine-3-carboxylic acid esters on treatment with alkoxides. An alternative ring opening - ring closure procedure is also identified.
引用
收藏
页码:4795 / 4798
页数:4
相关论文
共 5 条
[1]  
FLETCHER SR, 1984, J CHEM SOC CHEM COMM, P903
[2]   THE SYNTHESIS OF 3-CHLORO-2-CHLOROMETHYL-1-PROPENE FROM PENTAERYTHRITO [J].
MOORADIAN, A ;
CLOKE, JB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1945, 67 (06) :942-944
[3]  
OKAWARA T, 1982, CHEM PHARM BULL, V30, P1574
[4]   PREPARATION OF AZETIDINES FROM 1,3-AMINOPROPANOLS [J].
SAMMES, PG ;
SMITH, S .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (10) :2415-2419
[5]   EFFECTIVE ROUTE TO AZETIDINES FROM AZETIDIN-2-ONES USING HYDROALANES AS SPECIFIC REDUCING AGENTS [J].
YAMASHITA, M ;
OJIMA, I .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (20) :6339-6342