TOTAL SYNTHESIS OF BIOTIN BASED ON STEREOSELECTIVE ALKYLATION OF SULFOXIDES

被引:61
作者
LAVIELLE, S [1 ]
BORY, S [1 ]
MOREAU, B [1 ]
LUCHE, MJ [1 ]
MARQUET, A [1 ]
机构
[1] CNRS,CTR ETUD & RECH CHIM ORGAN APPL,F-94320 THIAIS,FRANCE
关键词
D O I
10.1021/ja00473a038
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:1558 / 1563
页数:6
相关论文
共 34 条
[1]   REACTION OF SULPHIDES WITH IODOBENZENE DICHLORIDE IN AQUEOUS PYRIDINE . SYNTHESIS OF SULPHOXIDES FREE FROM SULPHONE AND 18O-LABELLED SULPHOXIDES [J].
BARBIERI, G ;
CINQUINI, M ;
COLONNA, S ;
MONTANAR.F .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (06) :659-&
[2]   CYCLOREVERSIONS OF ANIONS FROM TETRAHYDROFURANS - CONVENIENT SYNTHESIS OF LITHIUM ENOLATES OF ALDEHYDES [J].
BATES, RB ;
POTTER, DE ;
KROPOSKI, LM .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (04) :560-&
[3]  
BOORMAN EJ, 1933, J CHEM SOC, P574
[4]  
BORY S, 1973, TETRAHEDRON LETT, P4155
[5]  
BORY S, 1972, TETRAHEDRON LETT, P4921
[6]  
BORY S, 1975, TETRAHEDRON LETT, P827
[7]   REDUCTION OF SULFOXIDES BY TRIPHENYLPHOSPHINE AND CARBON TETRACHLORIDE [J].
CASTRILLON, JP ;
SZMANT, HH .
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (04) :1338-+
[8]   TOTAL SYNTHESIS OF BIOTIN BASED ON DERIVATIVES OF 2,5-DIHYDROTHIOPHENE [J].
CONFALONE, PN ;
PIZZOLATO, G ;
USKOKOVIC, MR .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (09) :1630-1633
[9]   STEREOSPECIFIC TOTAL SYNTHESIS OF D-BIOTIN FROM L-(+)-CYSTEINE [J].
CONFALONE, PN ;
PIZZOLATO, G ;
BAGGIOLINI, EG ;
LOLLAR, D ;
USKOKOVIC, MR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (20) :5936-5938
[10]   STEREOSPECIFIC SYNTHESIS OF BIOTIN VIA THIOPHENE INTERMEDIATES [J].
CONFALONE, PN ;
PIZZOLATO, G ;
USKOKOVIC, MR .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (01) :135-138