Syntheses of mintlactone and isomintlactone

被引:17
作者
Ferraz, HMC [1 ]
Longo, LS [1 ]
Grazini, MVA [1 ]
机构
[1] Univ Sao Paulo, Inst Quim, BR-05508900 Sao Paulo, SP, Brazil
来源
SYNTHESIS-STUTTGART | 2002年 / 15期
关键词
monoterpenelactones; synthesis; mintlactone; isomintlactone; mint oil;
D O I
10.1055/s-2002-34840
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This thesis of mintlactone and isomintlactone, two natural monoterpenic lactones found in mint oils. 1 Introduction 2 Syntheses 2.1 Transformation of Monoterpenes 2.1.1 From (+)-Menthofuran 2.1.2 From (+)-Citronellal 2.1.3 From (-)-Isopulegol 2.1.4 From Geraniol and Nerol 2.2 From 4-Methyl Cyclohexanone 2.3 From Cyclohexenone Derivatives 2.4 From 3-Methyl Cyclohexanone 3 Conclusion.
引用
收藏
页码:2155 / 2164
页数:10
相关论文
共 44 条
[1]   BIOSYNTHESIS OF (-)-MINTLACTONE AND (+)-ISOMINTLACTONE IN MENTHA-PIPERITA [J].
AKHILA, A ;
SRIVASTAVA, R ;
RANI, K ;
THAKUR, RS .
PHYTOCHEMISTRY, 1991, 30 (02) :485-489
[2]   MONOCYCLIC TERPENE ALCOHOLS .3. P-MENTH-4(8)-EN-9-OL AND TRANS- AND CIS-P-MENTH-8(10)-EN-9-OL [J].
CAMPS, F ;
CASTELLS, J ;
PASCUAL, J .
JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (11) :3510-&
[3]   MONOCYCLIC TERPENE ALCOHOLS .8. P-MENTHA-2,4(8)-DIEN-9-OL AND P-MENTHA-2,4(8)-DIEN-10-OL [J].
CAMPS, F .
JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (06) :2466-&
[4]   TOTAL SYNTHESIS OF (-)-MINTLACTONE [J].
CARDA, M ;
MARCO, JA .
TETRAHEDRON LETTERS, 1991, 32 (38) :5191-5192
[5]   TOTAL SYNTHESIS OF THE MONOTERPENES (-)-MINTLACTONE AND (+)-ISOMINTLACTONE [J].
CARDA, M ;
MARCO, JA .
TETRAHEDRON, 1992, 48 (44) :9789-9800
[6]   AN EFFICIENT ENTRY INTO BUTENOLIDES - SYNTHESIS OF (+/-) MINTLACTONE [J].
CHAVAN, SP ;
ZUBAIDHA, PK ;
AYYANGAR, NR .
TETRAHEDRON LETTERS, 1992, 33 (32) :4605-4608
[7]   A SHORT AND EFFICIENT SYNTHESIS OF (-) MINTLACTONE AND (+) ISO-MINTLACTONE [J].
CHAVAN, SP ;
ZUBAIDHA, PK ;
DHONDGE, VD .
TETRAHEDRON, 1993, 49 (29) :6429-6436
[8]   METHOD FOR CATALYTIC DEHALOGENATIONS VIA TRIALKYLTIN HYDRIDES [J].
COREY, EJ ;
SUGGS, JW .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (17) :2554-2555
[9]   A VERSATILE SYNTHESIS OF BUTENOLIDES TOTAL SYNTHESIS OF (+/-)-MINTLACTONE [J].
CORY, RM ;
RITCHIE, BM ;
SHRIER, AM .
TETRAHEDRON LETTERS, 1990, 31 (47) :6789-6792
[10]   SYNTHESIS OF OPTICALLY-ACTIVE ALPHA-METHYLENE-GAMMA-BUTYROLACTONES AND (+)-MINTLACTONE [J].
CRISP, GT ;
MEYER, AG .
TETRAHEDRON, 1995, 51 (20) :5831-5846