POLYENE CYCLIZATIONS RELATED TO OXIDOSQUALENE CYCLIZATION - A MODEL FOR THE ANTI-MARKOVNIKOV CLOSURE OF RING-C

被引：12
作者：
BERCKMOES, K
DECLERCQ, PJ
VITERBO, D
机构：
[1] STATE UNIV GHENT,DEPT ORGAN CHEM,ORGAN SYNTH LAB,B-9000 GHENT,BELGIUM
[2] UNIV TURIN,DIPARTIMENTO CHIM INORGAN CHIM FIS & CHIM MAT,I-10125 TURIN,ITALY
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1995年 / 117卷 / 21期
关键词：
D O I：
10.1021/ja00126a028
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
[No abstract available]
引用
收藏
页码：5857 / 5858
页数：2
相关论文
共 22 条
[1]   ENZYMATIC CYCLIZATION OF SQUALENE AND OXIDOSQUALENE TO STEROLS AND TRITERPENES [J].
ABE, I ;
ROHMER, M ;
PRESTWICH, GD .
CHEMICAL REVIEWS, 1993, 93 (06) :2189-2206
[2]  
BARTLETT PA, 1984, ASYMMETRIC SYNTHESIS, V3, P341
[3]   AN EXPERIMENTAL DEMONSTRATION OF THE STEREOCHEMISTRY OF ENZYMATIC CYCLIZATION OF 2,3-OXIDOSQUALENE TO THE PROTOSTEROL SYSTEM, FORERUNNER OF LANOSTEROL AND CHOLESTEROL [J].
COREY, EJ ;
VIRGIL, SC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (10) :4025-4026
[4]   NEW MECHANISTIC AND STEREOCHEMICAL INSIGHTS ON THE BIOSYNTHESIS OF STEROLS FROM 2,3-OXIDOSQUALENE [J].
COREY, EJ ;
VIRGIL, SC ;
SARSHAR, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (21) :8171-8172
[5]   THE METHYL-GROUP AT C(10) OF 2,3-OXIDOSQUALENE IS CRUCIAL TO THE CORRECT FOLDING OF THIS SUBSTRATE IN THE CYCLIZATION REARRANGEMENT STEP OF STEROL BIOSYNTHESIS [J].
COREY, EJ ;
VIRGIL, SC ;
LIU, DR ;
SARSHAR, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (04) :1524-1525
[6]   ZUR KENNTNIS DER TRITERPENE .190. EINE STEREOCHEMISCHE INTERPRETATION DER BIOGENETISCHEN ISOPRENREGEL BEI DEN TRITERPENEN [J].
ESCHENMOSER, A ;
RUZICKA, L ;
JEGER, O ;
ARIGONI, D .
HELVETICA CHIMICA ACTA, 1955, 38 (07) :1890-1904
[7]   EPOXIDE-INITIATED CATIONIC POLYENE CYCLIZATIONS [J].
FISH, PV ;
SUDHAKAR, AR ;
JOHNSON, WS .
TETRAHEDRON LETTERS, 1993, 34 (49) :7849-7852
[8]   CATION-STABILIZING AUXILIARIES - A NEW CONCEPT IN BIOMIMETIC POLYENE CYCLIZATION [J].
JOHNSON, WS ;
TELFER, SJ ;
CHENG, S ;
SCHUBERT, U .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) :2517-2518
[9]  
JOHNSON WS, 1991, TETRAHEDRON, V47, pR11
[10]   ASYMMETRIC TOTAL SYNTHESIS OF 11-ALPHA-HYDROXYPROGESTERONE VIA A BIOMIMETIC POLYENE CYCLIZATION [J].
JOHNSON, WS ;
BRINKMEYER, RS ;
KAPOOR, VM ;
YARNELL, TM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (25) :8341-8343
123