A TOTAL SYNTHESIS OF RAC-PATCHOULI ALCOHOL

被引：20
作者：
MAGEE, TV
STORK, G
FLUDZINSKI, P
机构：
[1] Department of Chemistry, Columbia University, New York
来源：
TETRAHEDRON LETTERS | 1995年 / 36卷 / 42期
关键词：
D O I：
10.1016/0040-4039(95)01634-T
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A total synthesis of rac-patchouli alcohol (1) was achieved in six steps starting from 2,2,6-trimethylcyclohexadiene (2) using a vinyl radical cyclization strategy.
引用
收藏
页码：7607 / 7610
页数：4
相关论文
共 57 条
[1]   ALKYNE ISOMERIZATION REAGENTS - MIXED ALKALI-METAL AMIDES [J].
ABRAMS, SR .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (07) :1333-1334
[2]   RADICAL IONS IN PHOTOCHEMISTRY .20. THE PHOTOCHEMICAL NUCLEOPHILE-OLEFIN COMBINATION, AROMATIC-SUBSTITUTION REACTION .2. METHANOL - CYCLIC OLEFINS, 1,4-DICYANOBENZENE [J].
ARNOLD, DR ;
SNOW, MS .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1988, 66 (12) :3012-3026
[3]   ADDITION OF VINYLKETENES TO ENAMINES - A METHOD FOR THE PREPARATION OF 6,6-DIALKYLCYCLOHEXA-2,4-DIENONES AND 4,4-DIALKYL-2-VINYLCYCLOBUTENONES [J].
BERGE, JM ;
REY, M ;
DREIDING, AS .
HELVETICA CHIMICA ACTA, 1982, 65 (07) :2230-2241
[4]   CYCLIZATION EXCHANGE SOLUTION OF EPSILON-HALOGENO-KETONES - APPLICATION TO SYNTHESIS OF (+/-) PATCHOULOL [J].
BERTRAND, M ;
TEISSEIRE, P ;
PELERIN, G .
TETRAHEDRON LETTERS, 1980, 21 (21) :2055-2056
[5]  
BERTRAND M, 1983, NOUV J CHIM, V7, P61
[6]   SALINE HYDRIDES AND SUPERBASES IN ORGANIC REACTIONS .9. ACETYLENE ZIPPER - EXCEPTIONALLY FACILE CONTRATHERMODYNAMIC MULTIPOSITIONAL ISOMERIZATION OF ALKYNES WITH POTASSIUM 3-AMINOPROPYLAMIDE [J].
BROWN, CA ;
YAMASHITA, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (04) :891-892
[7]   HYDROBORATION .55. HYDROBORATION OF ALKYNES WITH DIBROMOBORANE-DIMETHYL SULFIDE - CONVENIENT PREPARATION OF ALKENYLDIBROMOBORANES [J].
BROWN, HC ;
CAMPBELL, JB .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (03) :389-395
[8]   CATECHOLBORANE (1,3,2-BENZODIOXABOROLE) AS A NEW, GENERAL MONOHYDROBORATION REAGENT FOR ALKYNES - CONVENIENT SYNTHESIS OF ALKENEBORONIC ESTERS AND ACIDS FROM ALKYNES VIA HYDROBORATION [J].
BROWN, HC ;
GUPTA, SK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (12) :4370-&
[9]   SYNTHESIS OF PATCHOULI ALCOHOL [J].
BUCHI, G ;
MACLEOD, WD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (16) :3205-&
[10]   TERPENES .14. SYNTHESIS OF PATCHOULI ALCOHOL [J].
BUCHI, G ;
MACLEOD, WD ;
PADILLA, JO .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (20) :4438-&
123456