Parallel recognition by virtue of differentiation between carbonyls, acetals and enones

被引:21
作者
Chen, JX [1 ]
Sakamoto, K [1 ]
Orita, A [1 ]
Otera, J [1 ]
机构
[1] Okayama Univ Sci, Dept Appl Chem, Okayama 7000005, Japan
基金
日本学术振兴会;
关键词
D O I
10.1016/S0040-4020(98)00462-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Parallel recognition, a new concept for compacting synthetic processes in which different transformations are performed simultaneously.on separate reaction sites, has been advanced. Ketcnes/alpha,beta-enones and aldehydes/acetals are able to react selectively with different silyl nucleophiles in parallel. The subtle differentiation between the substrates possessing similar reactivities has recourse to the strong preference of ketene silyl acetal for ketones/alpha,beta-enones. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8411 / 8420
页数:10
相关论文
共 25 条
[1]  
ADAMS DR, Patent No. 1101870
[2]   INDIUM-INDUCED REACTION OF PHENACYL IODIDE - DEIODINATIVE DIMERIZATION TO BETA,GAMMA-EPOXY KETONE AND ALDOL CONDENSATION WITH ALDEHYDES [J].
ARAKI, S ;
BUTSUGAN, Y .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1991, 64 (02) :727-729
[3]   UNAMBIGUOUS PROOF FOR ALCOXYCARBONYL-GROUP MIGRATION IN WAGNER-MEERWEIN REARRANGEMENTS [J].
BERNER, D ;
DAHN, H ;
VOGEL, P .
HELVETICA CHIMICA ACTA, 1980, 63 (08) :2538-2553
[4]  
Chen J., unpublished
[5]  
Chen JX, 1996, SYNLETT, P877
[6]   Organotin perchlorates as gentle Lewis acid catalysts in Mukaiyama reaction [J].
Chen, JX ;
Otera, J .
TETRAHEDRON, 1997, 53 (42) :14275-14286
[7]  
Chen JX, 1998, ANGEW CHEM INT EDIT, V37, P91, DOI 10.1002/(SICI)1521-3773(19980202)37:1/2<91::AID-ANIE91>3.3.CO
[8]  
2-1
[9]   Parallel recognition by virtue of differentiation between ketone and aldehyde [J].
Chen, JX ;
Otera, J .
TETRAHEDRON LETTERS, 1998, 39 (13) :1767-1770
[10]  
ESAFOV VI, 1979, ZH ORG KHIM+, V15, P1320