SEQUENTIAL REARRANGEMENT-ANNULATION OF ISOXAZOLINE-5-SPIROCYCLOPROPANES - TOTAL SYNTHESIS OF (+/-)-DELTA-9(11)-19-NOR-10-AZA-TESTOSTERONE

被引：13

作者：

BELLE, C ^{[1
]}

CARDELLI, A ^{[1
]}

GUARNA, A ^{[1
]}

机构：

[1] UNIV FLORENCE,DIPARTIMENTO CHIM ORGAN UGO SCHIFF,VIA GINO CAPPONI 9,I-50121 FLORENCE,ITALY

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 44期

关键词：

AZASTEROIDS; ISOXAZOLINE-5-SPIROCYCLOPROPANE; REARRANGEMENT; ANNULATION;

D O I：

10.1016/0040-4039(91)80178-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new total syntesis of (+/-) DELTA-9(11)-19-nor-10-azatestosterone 1 is reported, starting from racemic hydroxy-ketoacid 3. The key step of this strategy is the sequential rearrangement-annulation of the isoxazoline-5-spirocyclopropane 2 to the azasteroid 1, which occurs by heating the compound 2 in DMF solution for 3 h.

引用

页码：6395 / 6398

页数：4

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