BIOTRANSFORMATION OF (+/-)-4,8-DIMETHYLCYCLODECA-3(E),7(E)-DIEN-1-BETA-OL AND (+)-HEDYCARYOL BY CICHORIUM-INTYBUS

被引：18

作者：

PIET, DP ^{[1
]}

MINNAARD, AJ ^{[1
]}

VANDERHEYDEN, KA ^{[1
]}

FRANSSEN, MCR ^{[1
]}

WIJNBERG, JBPA ^{[1
]}

DEGROOT, A ^{[1
]}

机构：

[1] AGR UNIV WAGENINGEN,DEPT ORGAN CHEM,6703 HB WAGENINGEN,NETHERLANDS

来源：

TETRAHEDRON | 1995年 / 51卷 / 01期

关键词：

D O I：

10.1016/0040-4020(94)00938-Q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The biotransformation of the synthetic (E,E)-1,5-cyclodecadienol 5 and (+)-hedycaryol (11) by a root suspension of fresh chicory has been investigated. Incubation of 5 with a root suspension gave a 2:1 mixture of the epimeric eudesmanediols 7a and 7b whereas 11 was selectively converted into cryptomeridiol (12). An explanation for the obtained results is proposed.

引用

页码：243 / 254

页数：12

共 40 条

[31]

SUMIMOTO M, 1963, CHEM IND-LONDON, P780

[32] REGIO-SPECIFICITY AND STEREO-SPECIFICITY IN CYCLIZATION OF MEDIUM RING 1,5-DIENES [J].

SUTHERLA.JK .

TETRAHEDRON, 1974, 30 (12) :1651-1660

[33]

TAKAHASHI T, 1983, TETRAHEDRON LETT, P3489

[34] COPE REARRANGEMENT OF SOME GERMACRANE-TYPE FURAN SESQUITERPENES .5. PREPARATION AND THERMAL REARRANGEMENT OF SOME CIS,TRANS-GERMACRANOLIDES [J].

TAKEDA, K ;

HORIBE, I .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (09) :870-876

[35] TOTAL SYNTHESIS OF (+/-) ISABELIN [J].

WENDER, PA ;

LECHLEITER, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (20) :6340-6341

[36] METHODS FOR PREPARATION OF 1,5-DIENES - METATHETICAL ROUTE TO MEDIUM-SIZED CARBOCYCLES [J].

WENDER, PA ;

LECHLEITER, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (01) :267-268

[37] TRANS TRANS-2,8-TRANS-BICYCLO(8.4.O)TETRADECADIENE [J].

WHARTON, PS ;

SUMI, Y ;

KRETCHMER, RA .

JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (01) :234-+

[38] SYNTHESIS OF DL-HEDYCARYOL [J].

WHARTON, PS ;

SUNDIN, CE ;

JOHNSON, DW ;

KLUENDER, HC .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (01) :34-&

[39] PHOTOCYCLOADDITION OF METHYLCYCLOBUTENE AND (-)-PIPERITONE - SYNTHESIS OF (-)-SHYOBUNONE AND RELATED SESQUITERPENES [J].

WILLIAMS, JR ;

CALLAHAN, JF .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (22) :4475-4478

[40] STEREOCHEMICAL COURSE OF THE COPE-CLAISEN REARRANGEMENT OF THE STEREOISOMERIC 2-VINYL-3-ISOPROPENYLCYCLOHEXYLVINYL ETHERS - SYSTEM HAVING DELTA-G-NOT-EQUAL-CLAISEN GREATER-THAN DELTA-G-NOT-EQUAL-COPE [J].

ZIEGLER, FE ;

PIWINSKI, JJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (02) :880-882

← 1 2 3 4 →