Preparation of 2-oxazolidinones by enzymatic desymmetrisation

被引:20
作者
Neri, C [1 ]
Williams, JMJ [1 ]
机构
[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/S0957-4166(02)00547-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Desymmetrisation of achiral N-Boc-serinol was achieved through enzymatic acetylation. Further transformation provided oxazolidinones with >98% enantiomeric excess. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2197 / 2199
页数:3
相关论文
共 19 条
[11]   Radical cyclization in heterocycle synthesis. Part 10: A concise synthesis of (-)-kainic acid via sulfanyl radical addition-cyclization-elimination reaction [J].
Miyata, O ;
Ozawa, Y ;
Ninomiya, I ;
Naito, T .
TETRAHEDRON, 2000, 56 (34) :6199-6207
[12]   Racemic auxiliaries: applications to asymmetric synthesis [J].
Neri, C ;
Williams, JMJ .
TETRAHEDRON LETTERS, 2002, 43 (23) :4257-4260
[13]  
SIBI MP, 1994, J CHEM SOC P1, V13, P1675
[14]   Asymmetric synthesis of the 4-hydroxymethyl-2-oxazolidinone from the serinol derivative and chloroformates [J].
Sugiyama, S ;
Watanabe, S ;
Ishii, K .
TETRAHEDRON LETTERS, 1999, 40 (42) :7489-7492
[15]  
SUHARA Y, 1995, CHEM PHARM BULL, V43, P414
[16]   Reverse enantioselectivity in the lipase-catalyzed desymmetrization of prochiral 2-carbamoylmethyl-1,3-propanediol derivatives [J].
Takabe, K ;
Iida, Y ;
Hiyoshi, H ;
Ono, M ;
Hirose, Y ;
Fukui, Y ;
Yoda, H ;
Mase, N .
TETRAHEDRON-ASYMMETRY, 2000, 11 (24) :4825-4829
[17]   LIPASE-CATALYZED IRREVERSIBLE TRANSESTERIFICATIONS USING ENOL ESTERS AS ACYLATING REAGENTS - PREPARATIVE ENANTIOSELECTIVE AND REGIOSELECTIVE SYNTHESES OF ALCOHOLS, GLYCEROL DERIVATIVES, SUGARS, AND ORGANOMETALLICS [J].
WANG, YF ;
LALONDE, JJ ;
MOMONGAN, M ;
BERGBREITER, DE ;
WONG, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (21) :7200-7205
[18]  
Willis M. C., 1999, J CHEM SOC P1, V13, P1765
[19]  
WU Y, 2000, TETRAHEDRON-ASYMMETR, V11, P4353