Chemoenzymatic approaches to the decahydro-as-indacene cores associated with the spinosyn class of insecticide

被引：13

作者：

Banwell, M ^{[1
]}

Hockless, D

Jarrott, B

Kelly, B

Knill, A

Longmore, R

Simpson, G

机构：

[1] Australian Natl Univ, Inst Adv Studies, Res Sch Chem, Canberra, ACT 0200, Australia

[2] Monash Univ, Dept Pharmacol, Clayton, Vic 3168, Australia

[3] CSIRO Mol Sci, Clayton, Vic 3169, Australia

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 21期

关键词：

D O I：

10.1039/b006759h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The enantiopure dienes 8 and 24, which have been prepared by chemoenzymatic methods, engage in Diels-Alder cycloaddition reactions with maleic and citraconic anhydride to give adducts (e.g. 25-27) embodying the ABC-ring system associated with spinosyns A (1) and D (2).

引用

页码：3555 / 3558

页数：4

共 39 条

[1] SIR92 - a program for automatic solution of crystal structures by direct methods [J].

ALTOMARE, A ;

CASCARANO, G ;

GIACOVAZZO, G ;

GUAGLIARDI, A ;

BURLA, MC ;

POLIDORI, G ;

CAMALLI, M .

JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1994, 27 :435-435

[2]

Anastas P, 1999, GREEN CHEM, V1, pG88

[3] SYNTHESIS AND BISDECARBOXYLATION OF OXYGENATED BICYCLO[2.2.X]ALKANEDICARBOXYLIC ANHYDRIDES [J].

CIMARUSTI, CM ;

WOLINSKY, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (01) :113-+

[4] Synthesis and insecticidal activity of spinosyn analogs functionally altered at the 2′-, 3′- and 4′-positions of the rhamnose moiety [J].

Creemer, LC ;

Kirst, HA ;

Paschal, JW ;

Worden, TV .

JOURNAL OF ANTIBIOTICS, 2000, 53 (02) :171-178

[5]

Crouse GD, 1998, CHEMTECH, V28, P36

[6]

CROUSE GD, 1999, SPEC PUBL R SOC CHEM, V233, P155

[7]

Crowley P, 1998, CHEM BRIT, V34, P25

[8]

DAGANI R, 1999, CHEM ENG NEWS 0705, P30

[9] TOTAL SYNTHESIS OF (+)-A83543A [(+)-LEPICIDIN-A] [J].

EVANS, DA ;

BLACK, WC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (11) :4497-4513

[10] CATALYST TAILORING FOR PALLADIUM-MEDIATED CROSS COUPLING OF ARYLSTANNANES WITH VINYL TRIFLATES [J].

FARINA, V ;

ROTH, GP .

TETRAHEDRON LETTERS, 1991, 32 (34) :4243-4246

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