CHIRAL SYNTHESIS OF 6,7-BENZOMORPHANS - SYNTHESIS OF (-)1(S),2(S),4(R),6(R)-1,2,3,4,5,6-HEXAHYDRO-2,6-METHANO-8-METHOXY-1,3,4,6-TETRAMETHYL-3-BENZAZOCINE THROUGH THE CHROMIUM HEXACARBONYL MEDIATED CYCLIZATION OF 1(S),1'(R)-1,2-DIHYDRO-7-METHOXY-1,4-DIMETHYL-1-(N-METHYL-N-TRIFLUOROACETAMIDO-1'-METHYLETHAN-2'-YL)NAPHTHALENE

被引：9

作者：

SAINSBURY, M ^{[1
]}

MAHON, MF ^{[1
]}

WILLIAMS, CS ^{[1
]}

NAYLOR, A ^{[1
]}

SCOPES, DIC ^{[1
]}

机构：

[1] GLAXO GRP RES LTD,DEPT MED CHEM,WARE SG12 0DJ,HERTS,ENGLAND

来源：

TETRAHEDRON | 1991年 / 47卷 / 24期

关键词：

D O I：

10.1016/S0040-4020(01)86456-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(-)1(S),2(S),4(R),6(R)-1,2,3,4,5,6-Hexahydro- 2, 6-methano-8-methoxy- 1,3,4,6-tetramethyl-3-benzazocine has been synthesised in 86% enantiomeric excess from the alpha-(eta-6-chromium tricarbonyl) complex of 1(S),1'(R)-1,2-dihydro-7-methoxy-1,4-dimethyl-1-(N-methyl-N-trifluoroacetamido-1'-methylethan-2'-yl)naphthalene. A precursor of this compound is 2(R),4(S)-4-(3-methoxyphenyl)-2,4-dimethylcyclohexanone which was obtained through an Enders' type C-methylation reaction of 4-(3-methoxyphenyl)4-methylcyclohexanone using SAMP as the reagent.

引用

页码：4195 / 4210

页数：16

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