π-allyl cation cyclisations initiated by silver(I)-promoted electrocyclic ring opening of ring-fused gem-dibromocyclopropanes possessing tethered nucleophiles:: the influence of chiral auxiliaries on the diastereoselectivity of cyclisations involving meso-substrates

被引：22

作者：

Banwell, M ^{[1
]}

Edwards, A ^{[1
]}

Harvey, J ^{[1
]}

Hockless, D ^{[1
]}

Willis, A ^{[1
]}

机构：

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

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 14期

关键词：

D O I：

10.1039/b002525i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The epimeric pairs of ring-fused gem-dibromocyclopropanes 17/18 and 27/28, each of which possesses an internal plane of symmetry and has a tethered carbamate moiety with an associated chiral auxiliary, react with silver perchlorate to give, in a diastereoselective manner, the corresponding pairs of azabicyclic compounds, 19/20 and 29/30 respectively.

引用

页码：2175 / 2178

页数：4

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