C-BIFUNCTIONAL SILACYCLOPENTANES AND GERMACYCLOPENTANES .1. 1-SILACYCLOPENTAN-2,3-DIOLS AND 1-GERMACYCLOPENTAN-2,3-DIOLS AND 1-GERMACYCLOPENTAN-3,4-DIOLS

被引：14
作者：
MANUEL, G
BOUKHERROUB, R
机构：
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1993年 / 447卷 / 02期
关键词：
D O I：
10.1016/0022-328X(93)80235-4
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
C-bifunctional sila- and germacyclopentanes have some potential as biologically active drugs. Ten representative 1-sila (and 1-germa) cyclopentane-2,3 and 3,4-diols, cis or trans, were synthesized from the corresponding 1-metallacyclopen-3-enes. The influence of the metal, silicon or germanium, on each step leading to 3 sets of alpha-diols is underlined. The stereochemistry of the alpha-diols and their precursors was established by H-1 and C-13 NMR spectroscopy.
引用
收藏
页码：167 / 175
页数：9
相关论文
共 32 条
[11]   ASPECTS OF STEREOCHEMISTRY .1. STEREOSPECIFICITY IN FORMATION OF EPOXIDES FROM CYCLIC ALLYLIC ALCOHOLS [J].
HENBEST, HB ;
WILSON, RAL .
JOURNAL OF THE CHEMICAL SOCIETY, 1957, (MAY) :1958-1965
[12]   FLASH VACUUM PYROLYSIS (FVP) OF 2,7-DIMETHYL-2,3-7,8-DIEPOXY-5-SILASPIRO[4.4]NONANE(I) WITH CYCLOTRISILOXANES - SYNTHESIS OF SPIROCYCLOSILOXANES - CHARACTERIZATION OF SILICA FORMED BY FVP OF I [J].
HENRY, GK ;
DOWD, DR ;
BAU, R ;
MANUEL, G ;
WEBER, WP .
ORGANOMETALLICS, 1986, 5 (09) :1818-1823
[13]   SYNTHESIS OF SPIROCYCLOSILOXANES BY FLASH VACUUM PYROLYSIS OF 2,7-DIMETHYL-2,3-7,8-DIEPOXY-5-SILASPIRO[4.4]NONANE AND CYCLOSILOXANES [J].
JUENGST, CD ;
WEBER, WP ;
MANUEL, G .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 308 (02) :187-194
[14]   INSERTION REACTIONS OF DIMETHYLGERMANONE [(CH3)2GE=0] INTO SI-O AND SI-CL BONDS [J].
KANG, KT ;
MANUEL, G ;
WEBER, WP .
CHEMISTRY LETTERS, 1986, (10) :1685-1686
[15]   STERIC CONTROL OF EPOXIDATION BY ALLYLIC AND HOMOALLYLIC CARBAMATE GROUPS [J].
KOCOVSKY, P .
TETRAHEDRON LETTERS, 1988, 29 (20) :2475-2478
[16]   6-THIA-3,3-DIPHENYL-3-SILA-(AND 3-GERMA-)BICYCLO[3.1.0]HEXANES [J].
MANUEL, G ;
FAUCHER, A ;
MAZEROLLES, P .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 327 (02) :C25-C28
[17]   SYNTHESIS AND REACTIVITY OF 1-SILACYCLOPENTAN-2-OLS - FORMATION OF 1-OXA-2-SILACYCLOHEXANES BY RING EXPANSION REACTION [J].
MANUEL, G ;
MAZEROLLES, P ;
GRIL, J .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1976, 122 (03) :335-343
[18]   TRANSITION FROM BETA TO ALPHA SILACYCLOPENTENES [J].
MANUEL, G ;
MAZEROLL.P ;
DARBON, JM .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1973, 59 (OCT1) :C7-C10
[19]   AN IMPROVED SYNTHESIS OF KEY INTERMEDIATES IN METALLOLE 4B CHEMISTRY [J].
MANUEL, G ;
BERTRAND, G ;
ELANBA, F .
ORGANOMETALLICS, 1983, 2 (03) :391-394
[20]   THERMOLYSIS OF 6-OXA-3-SILABICYCLO[3.1.0]HEXANES - A NEW CONVENIENT ROUTE TO SILICON OXYGEN PI-BONDED SPECIES [J].
MANUEL, G ;
BERTRAND, G ;
WEBER, WP ;
KAZOURA, SA .
ORGANOMETALLICS, 1984, 3 (09) :1340-1343
1234