CHIRAL SYNTHONS FROM CARVONE .6. A REGIOSPECIFIC AND STEREOSPECIFIC RADICAL ANNULATION ROUTE TO CHIRAL TRICYCLO[4.3.1.0(3,7)]DECANE (ISOTWISTANE) SYSTEM SYNTHESIS OF (+)-10-ALPHA-NAPHTHYL-5-EPI-PUPUKEAN-9-ONE

被引：10

作者：

SRIKRISHNA, A

HEMAMALINI, P

SHARMA, GVR

机构：

[1] Department of Organic Chemistry, Indian Institute of Science Bangalore -

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 45期

关键词：

RADICAL CYCLIZATION; ANNULATION; ISOTWISTANE; PUPUKEANONE;

D O I：

10.1016/0040-4039(91)80234-W

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Contrary to that of phenyl derivative 1 the radical 4 adds to radicophiles in an inter- followed by intra-molecular radical Michael addition (radical annulation), furnishing a novel route to chiral isotwistanes 5.

引用

页码：6609 / 6610

页数：2

共 4 条

[1] BIOACTIVE MARINE METABOLITES SERIES .34. COOCCURRENCE OF 9-ISOCYANOPUPUKEANANE AND ITS C-9 EPIMER IN THE NUDIBRANCH PHYLLIDIA-BOURGUINI
FUSETANI, N
WOLSTENHOLME, HJ
MATSUNAGA, S
[J]. TETRAHEDRON LETTERS, 1990, 31 (39) : 5623 - 5624
[2] INTRAMOLECULAR DIELS-ALDER ADDITIONS IN 6-(BUT-3-ENYL)-6-METHYLCYCLOHEXA-2,4-DIEN-1-ONE SYSTEMS - NEW SYNTHESIS OF TWISTANE DERIVATIVES
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SCHMID, H
[J]. HELVETICA CHIMICA ACTA, 1972, 55 (07) : 2382 - &
[3] CYCLOPROPANES VIA AN EFFICIENT 3-EXO TRIG RADICAL CYCLIZATION REACTION
SRIKRISHNA, A
SHARMA, GVR
HEMAMALINI, P
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (23) : 1681 - 1683
[4] BRIDGED SYSTEMS VIA RADICAL CYCLIZATIONS - SYNTHESIS OF CHIRAL BICYCLO-[3.3.1]NONANES BY SEQUENTIAL INTER-MOLECULAR AND INTRA-MOLECULAR RADICAL MICHAEL ADDITION
SRIKRISHNA, A
HEMAMALINI, P
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (12): : 2511 - 2513

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