Alkynyl-oxiranes and aziridines: Synthesis and ring opening reactions with carbon nucleophiles

被引:48
作者
Chemla, F [1 ]
Ferreira, F [1 ]
机构
[1] Univ Paris 06, Lab Chim Organoelements, F-75252 Paris 05, France
关键词
D O I
10.2174/1385272024604916
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Syntheses of alkynyl-oxiranes and aziridines are rewieved. These compounds can serve as substrates in ring opening reactions with carbon nucleophiles to give allenyl- or homopropargylalcohols and amines.
引用
收藏
页码:539 / 570
页数:32
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共 146 条
[61]   1ST TOTAL SYNTHESIS OF OPTICALLY PURE METHYL (2Z,8S,9R)-8,9-EPOXYDECA-4,6-DIYN-2-EN-10-HYDROXY-1-OATE AND ITS ACETATE, 2 NATURALLY-OCCURRING ANTIFEEDANTS [J].
GRANDJEAN, D ;
PALE, P ;
CHUCHE, J .
TETRAHEDRON LETTERS, 1992, 33 (37) :5355-5358
[62]   SYNTHESIS OF OPTICALLY PURE CIS EPOXYALCOHOLS VIA AN ENZYMATIC ROUTE - AN ALTERNATIVE TO THE SHARPLESS ASYMMETRIC EPOXIDATION [J].
GRANDJEAN, D ;
PALE, P ;
CHUCHE, J .
TETRAHEDRON LETTERS, 1991, 32 (26) :3043-3046
[63]   A GENERAL ACCESS TO OPTICALLY PURE EPOXYPOLYYNES - ASYMMETRIC-SYNTHESIS OF ANTIFEEDANT NATURAL-PRODUCTS [J].
GRANDJEAN, D ;
PALE, P ;
CHUCHE, J .
TETRAHEDRON, 1993, 49 (24) :5225-5236
[64]   The chemistry of enediynes, enyne allenes and related compounds [J].
Grissom, JW ;
Gunawardena, GU ;
Klingberg, D ;
Huang, DH .
TETRAHEDRON, 1996, 52 (19) :6453-6518
[65]  
Guerriero A, 1999, EUR J ORG CHEM, V1999, P1985
[66]   INSECT PHEROMONE SYNTHESIS USING MN-SALEN CATALYZED ASYMMETRIC EPOXIDATION AS A KEY STEP [J].
HAMADA, T ;
DAIKAI, K ;
IRIE, R ;
KATSUKI, T .
TETRAHEDRON-ASYMMETRY, 1995, 6 (10) :2441-2451
[67]   PI-ACCEPTING LIGANDS IN CUPRATE REACTIONS [J].
HAMON, L ;
LEVISALLES, J .
TETRAHEDRON, 1989, 45 (02) :489-494
[68]  
HASHIMOTO T, 1994, CHEM PHARM BULL, V42, P1531, DOI 10.1248/cpb.42.1531
[69]  
HOLAND S, 1977, SYNTHESIS-STUTTGART, P706
[70]   REGIOSELECTIVE AND STEREOSELECTIVE METHODS FOR THE SYNTHESIS OF THE PENTITOLS [J].
HOLLAND, D ;
STODDART, JF .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (07) :1553-1571