{"title":"1,1'，2,2'，3,3'，4,4'，-八氢-3,3'-二甲基-4,4'-联苯基的合成、圆二色性和绝对立体化学","authors":"Koumura, Osawa, Harada","doi":"","DOIUrl":null,"url":null,"abstract":"<p><p>In the course of synthetic studies of chiral olefins, (3R,3'R)-(P,P)-(E)-(-)-1,1',2,2',3,3',4,4'-octahydro3,3'-dimethyl-4,4'-biphenanthrylidene (1) and its (3R, 3'R)-(P,P)-(Z)-(+)-isomer (2), chiral (3R,3'R,4R,4'R)-(-)-1,1',2,2',3,3',4,4'-octahydro-3,3'-dimethyl-4,4'-biphenanthryl (3) was obtained as a by-product in the McMurry reaction of (3R)-(-)-2,3-dihydro-3-methyl-4(1H)-phenanthrenone (4). The relative and absolute stereostructures of (-)-3 were fully determined by NMR, X-ray crystallographic, and CD spectral analyses.</p>","PeriodicalId":11752,"journal":{"name":"Enantiomer","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"2000-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis, circular dichroism and absolute stereochemistry of 1,1',2,2',3,3',4,4',-octahydro-3,3'-dimethyl-4,4'-biphenanthryl\",\"authors\":\"Koumura, Osawa, Harada\",\"doi\":\"\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>In the course of synthetic studies of chiral olefins, (3R,3'R)-(P,P)-(E)-(-)-1,1',2,2',3,3',4,4'-octahydro3,3'-dimethyl-4,4'-biphenanthrylidene (1) and its (3R, 3'R)-(P,P)-(Z)-(+)-isomer (2), chiral (3R,3'R,4R,4'R)-(-)-1,1',2,2',3,3',4,4'-octahydro-3,3'-dimethyl-4,4'-biphenanthryl (3) was obtained as a by-product in the McMurry reaction of (3R)-(-)-2,3-dihydro-3-methyl-4(1H)-phenanthrenone (4). The relative and absolute stereostructures of (-)-3 were fully determined by NMR, X-ray crystallographic, and CD spectral analyses.</p>\",\"PeriodicalId\":11752,\"journal\":{\"name\":\"Enantiomer\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2000-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Enantiomer\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Enantiomer","FirstCategoryId":"1085","ListUrlMain":"","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Synthesis, circular dichroism and absolute stereochemistry of 1,1',2,2',3,3',4,4',-octahydro-3,3'-dimethyl-4,4'-biphenanthryl
In the course of synthetic studies of chiral olefins, (3R,3'R)-(P,P)-(E)-(-)-1,1',2,2',3,3',4,4'-octahydro3,3'-dimethyl-4,4'-biphenanthrylidene (1) and its (3R, 3'R)-(P,P)-(Z)-(+)-isomer (2), chiral (3R,3'R,4R,4'R)-(-)-1,1',2,2',3,3',4,4'-octahydro-3,3'-dimethyl-4,4'-biphenanthryl (3) was obtained as a by-product in the McMurry reaction of (3R)-(-)-2,3-dihydro-3-methyl-4(1H)-phenanthrenone (4). The relative and absolute stereostructures of (-)-3 were fully determined by NMR, X-ray crystallographic, and CD spectral analyses.
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