STUDIES ON THE SYNTHESIS OF GINKGOLIDES - RAPID CONSTRUCTION OF THE SPIRO[4.4]NONANE A-RING AND B-RING

被引：6

作者：

DELUCA, MR

MAGNUS, P

机构：

[1] Department of Chemistry and Biochemistry, University of Texas at Austin, Austin

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 11期

关键词：

D O I：

10.1039/p19910002661

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The functionalised spiro[4.4]nonane 30 is available from tert-butylcyclopentadiene 16 via spiroalkylation with 12b to give 17/18, followed by singlet oxygenation/aldolisation to the mixture of 21, 22, 25 and 26. Oxidation of the mixture gave two enediones 28/29, which were reduced with K-Selectride and the diastereoisomer 26 was separated and hydrogenated to give 30.

引用

页码：2661 / 2667

页数：7

共 28 条

[1]

Bloodworth A. J., 1985, SINGLET O2, V2

[2]

BRAQUET P, 1988, GINKGOLIDES CHEM BIO, V1, pR15

[3] ENANTIOSELECTIVE ROUTE TO A KEY INTERMEDIATE IN THE TOTAL SYNTHESIS OF GINKGOLIDE-B [J].