Synthesis of enantiopure 3-hydroxymethylchromanes via intramolecular nitrone cycloaddition

被引:34
作者
Broggini, G
Folcio, F
Sardone, N
Sonzogni, M
Zecchi, G
机构
[1] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY
[2] UNIV PAVIA,CTR GRANDI STRUMENTI,I-27100 PAVIA,ITALY
关键词
D O I
10.1016/0957-4166(96)00076-6
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Enantiopure (R) and (S) 3-hydroxymethylchromanes were prepared by the intramolecular nitrone cycloaddition strategy, starting from allyl-type ethers of 2-hydroxybenzaldehydes and using (R)-N-(alpha-phenylethyl)hydroxylamine as chiral auxiliary.
引用
收藏
页码:797 / 806
页数:10
相关论文
共 21 条
[1]   DISCOVERY OF INSECT ANTI-JUVENILE HORMONES IN PLANTS [J].
BOWERS, WS ;
OHTA, T ;
CLEERE, JS ;
MARSELLA, PA .
SCIENCE, 1976, 193 (4253) :542-547
[2]   DERIVATIVES OF 6-AMINOPENICILLANIC ACID .4. ANALOGUES OF 2,6-DIMETHOXYPHENYLPENICILLIN IN NAPHTHALENE AND QUINOLINE SERIES [J].
BRAIN, EG ;
NAYLER, JHC ;
DOYLE, FP ;
STOVE, ER ;
MILLER, D ;
MEHTA, MD .
JOURNAL OF THE CHEMICAL SOCIETY, 1963, (JAN) :491-&
[3]   SIR88 - A DIRECT-METHODS PROGRAM FOR THE AUTOMATIC SOLUTION OF CRYSTAL-STRUCTURES [J].
BURLA, MC ;
CAMALLI, M ;
CASCARANO, G ;
GIACOVAZZO, C ;
POLIDORI, G ;
SPAGNA, R ;
VITERBO, D .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1989, 22 :389-393
[4]  
CLAISEN L, 1913, LIEBIGS ANN CHEM, V401, P95
[5]  
CURRAN DP, 1988, ADV CYCLOADDITION, V1, P129
[6]  
Ellis G. P., 1981, CHROMANS TOCOPHEROLS
[7]  
EVANS JM, 1991, CHEM BRIT, V27, P439
[8]  
FRENZ BA, 1985, STRUCTURE DETERMINAT
[9]  
FROSTL W, Patent No. 252005
[10]  
FROSTL W, 1990, Patent No. 4957928