SYNTHESIS OF (+/-)-E-4-(1,2,4-TRIHYDROXY-2,6,6-TRIMETHYLCYCLOHEXYL)-BUT-3-EN-2-ONE - A NOVEL DEGRADED CAROTENOID ISOLATED FROM NEW-ZEALAND THYME (THYMUS-VULGARIS) HONEY

被引：22

作者：

BROOM, SJ ^{[1
]}

EDE, RM ^{[1
]}

WILKINS, AL ^{[1
]}

机构：

[1] UNIV WAIKATO,DEPT CHEM,PRIVATE BAG 3105,HAMILTON,NEW ZEALAND

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 22期

关键词：

DEGRADED CAROTENOID; SYNTHESIS; STEREOSELECTIVE; HONEY; THYMUS-VULGARIS;

D O I：

10.1016/S0040-4039(00)79850-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A racemic synthesis of the title compound is described starting from beta-ionone. The key steps involve selective hydroboration of a triene, followed by molybdenum mediated epoxidation of the resulting homoallylic alcohol with subsequent ring opening of the epoxide to give the title compound.

引用

页码：3197 / 3200

页数：4

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