CHIRAL SYNTHONS FROM CARVONE .7. CHIRAL SYNTHONS FROM MONOTERPENES - STEREOSELECTIVE SYNTHESES OF (-)5S,6S,9R-6-ISOPROPYL-9-METHYL-2-OXASPIRO[4.4]NONAN-3-ONE AND (-)3AR,6R,7AR-3A-METHYL-6-ISOPROPENYLHEXAHYDROBENZOFURAN-2-ONE

被引：10

作者：

SRIKRISHNA, A

SHARMA, GVR

NAGARAJU, S

机构：

[1] Department of Organic Chemistry, Indian Institute of Science, Bangalore

来源：

SYNTHETIC COMMUNICATIONS | 1992年 / 22卷 / 09期

关键词：

D O I：

10.1080/00397919208019303

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly stereoselective syntheses of two C-12 chiral synthons 3 and 9, mentioned in the title, starting from the monoterpenes R-limonene and R-carvone, using radical cyclisation as key reaction, are described.

引用

页码：1221 / 1230

页数：10

共 50 条

[41] CHIRAL SYNTHONS FROM CARVONE .6. A REGIOSPECIFIC AND STEREOSPECIFIC RADICAL ANNULATION ROUTE TO CHIRAL TRICYCLO[4.3.1.0(3,7)]DECANE (ISOTWISTANE) SYSTEM SYNTHESIS OF (+)-10-ALPHA-NAPHTHYL-5-EPI-PUPUKEAN-9-ONE
SRIKRISHNA, A
HEMAMALINI, P
SHARMA, GVR
TETRAHEDRON LETTERS, 1991, 32 (45) : 6609 - 6610
[42] Synthesis of (4R,6S,7R)-7-hydroxy-4,6-dimethyl-3-nonanone and (3R,5S,6R)-6-hydroxy-3,5-dimethyl-2-octanone, the pheromone components of the bostrychid beetle, Dinoderus bifoveolatus
Masuda, Y
Fujita, K
Mori, K
BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2003, 67 (08) : 1744 - 1750
[43] BIOLOGICAL-ACTIVITY OF (3R,5S,6R)3,5-DIMETHYL-6-(METHYLETHYL)-3,4,5,6-TETRAHYDROPYRAN-2-ONE AND (3S,5R,6S)3,5-DIMETHYL-6-(METHYLETHYL)-3,4,5,6-TETRAHYDROPYRAN-2-ONE, A PHEROMONE OF MACROCENTRUS-GRANDII (GOIDANICH) (HYMENOPTERA, BRACONIDAE)
SWEDENBORG, PD
JONES, RL
ZHOU, HQ
SHIN, IJ
LIU, HW
JOURNAL OF CHEMICAL ECOLOGY, 1994, 20 (12) : 3373 - 3380
[44] Asymmetric Diels-Alder reactions with a chiral spirodione, (6S,7S,10R)-7-isopropyl-10-methyl-1-oxaspiro[5.5]undec-3-ene-2,5-dione
Dinesh, CU
Kumar, P
Reddy, RS
Pandey, B
Puranik, VG
TETRAHEDRON-ASYMMETRY, 1995, 6 (12) : 2961 - 2970
[45] (3R,4aR,5S,6R)-6-Hydroxy-5-methylramulosin:: a new ramulosin derivative from a marine-derived sterile mycelium
El-Beih, Ahmed Atef
Kato, Hikaru
Ohta, Tomihisa
Tsukamoto, Sachiko
CHEMICAL & PHARMACEUTICAL BULLETIN, 2007, 55 (06) : 953 - 954
[46] CHEMISTRY AND STEREOCHEMISTRY OF IRIDOIDS .6. A SIMPLE METHOD TO OBTAIN (1S,2S,6R,7R)-(-)-2-(BENZYLTHIO)-7-HYDROXY-3-OXABICYCLO[4.3.0]NONAN-9-ONE FROM CATALPOL STRUCTURE DETERMINATION BY X-RAY-DIFFRACTION
WEINGES, K
HAREMSA, S
HUBERPATZ, U
JAHN, R
RODEWALD, H
IRNGARTINGER, H
JAGGY, H
MELZER, E
LIEBIGS ANNALEN DER CHEMIE, 1986, (01): : 46 - 53
[47] AN ALTERNATIVE APPROACH TO MEVINIC ACID ANALOGS FROM METHYL (3R)-3-HYDROXY-5-HEXENOATE AND AN EXTENSION TO RATIONAL SYNTHESES OF (+)-(6R)-GONIOTHALAMIN AND ITS NON-NATURAL (-)-(6S)-ENANTIOMER
BENNETT, F
KNIGHT, DW
TETRAHEDRON LETTERS, 1988, 29 (36) : 4625 - 4628
[48] Crystal structure of (3S,6R,7R)-7-hydroxy-3-tert-butyldimethylsilyloxy-1-azabicyclo[4.3.0]nonan-9-one, C14H27NO3Si
Kirfel, A
Schwabenländer, F
Herdeis, C
Held, WA
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 1997, 212 (03): : 451 - 452
[49] SYNTHESIS OF (3R,5S,6R)-2,6-DIACETOXYMETHYLCLAVAM FROM D-GALACTAL
CHMIELEWSKI, M
GRODNER, J
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1992, 11 (06) : 691 - 698
[50] Asymmetric synthesis of a sex pheromone (3S,5R,6S)-3,5-dimethyl-6-isopropyl-3,4,5,6-tetrahydropyran-2-one
Prabhakar, Peddikotla
Rajaram, Singanaboina
Venkateswarlu, Yenamandra
TETRAHEDRON-ASYMMETRY, 2009, 20 (15) : 1806 - 1808

← 1 2 3 4 5 →