Spirocycle assembly through selective tandem ring closing metathesis reactions

被引:89
作者
Bassindale, MJ
Hamley, P
Leitner, A
Harrity, JPA
机构
[1] Univ Sheffield, Dept Chem, Sheffield S3 7HF, S Yorkshire, England
[2] Astra Charnwood, Dept Med Chem, Loughborough LE11 5RH, Leics, England
关键词
D O I
10.1016/S0040-4039(99)00375-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A range of functionalised spirocyclic systems have been prepared under mild and neutral conditions by tandem selective ring closing olefin metathesis reactions. Additionally, a marked preference for 5-membered ring closure over 7-membered ring closure was observed which appears to be a result of a kinetically favoured cyclisation process. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3247 / 3250
页数:4
相关论文
共 14 条
[11]   Ruthenium-catalyzed ring closing olefin metathesis of non-natural alpha-amino acids [J].
Rutjes, FPJT ;
Schoemaker, HE .
TETRAHEDRON LETTERS, 1997, 38 (04) :677-680
[12]  
Schuster M., 1997, Angew. Chem. Int. Ed. Engl, V36, P2036, DOI DOI 10.1002/ANIC.199720361
[13]   Synthesis and applications of RuCl2(=CHR')(PR(3))(2): The influence of the alkylidene moiety on metathesis activity [J].
Schwab, P ;
Grubbs, RH ;
Ziller, JW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (01) :100-110
[14]   A novel and flexible synthesis of pyranose spiroacetal derivatives [J].
van Hooft, PAV ;
Leeuwenburgh, MA ;
Overkleeft, HS ;
van der Marel, GA ;
van Boeckel, CAA ;
van Boom, JH .
TETRAHEDRON LETTERS, 1998, 39 (33) :6061-6064