STEREOSELECTIVE ELABORATION OF THE TRICYCLO[9.3.1.03,8]PENTADECANE RING-SYSTEM - ATROPISOMERIC CONTROL OF STEREOCHEMISTRY

被引：15

作者：

JACKSON, RW ^{[1
]}

HIGBY, RG ^{[1
]}

SHEA, KJ ^{[1
]}

机构：

[1] UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 33期

关键词：

D O I：

10.1016/S0040-4039(00)61261-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chemistry of a conformationally locked tricyclo[9.3.1.03,8]pentadecane skeleton, prepared by an atropselective type 2 intramolecular Diels-Alder reaction, is examined. In many cases, the conformation of the tricycle controls the facial selectivity of the addition of nucleophilic and electrophilic reagents to this ring system.

引用

页码：4695 / 4698

页数：4

共 13 条

[1] BLECHERT S, 1990, ALKALOIDS CHEM PHARM, V39, P195
[2] A ONE-STEP PROCEDURE FOR PREPARATION OF TERTIARY ALPHA-KETOLS FROM CORRESPONDING KETONES
GARDNER, JN
CARLON, FE
GNOJ, O
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (08) : 3294 - &
[3] AUTOXIDATION OF LETONES AND ESTERS IN BASIC SOLUTION
GERSMANN, HR
BICKEL, AF
[J]. JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1971, (11): : 2230 - &
[4] HOUSE HO, 1972, MODERN SYNTHETIC REA, P492
[5] Morrison J. D., 1984, ASYMMETRIC SYNTHESIS, V3
[6] MORRISON JD, 1984, ASYMMETRIC SYNTHESIS, V2
[7] CURRENT STATUS OF ASYMMETRIC-SYNTHESIS
MOSHER, HS
MORRISON, JD
[J]. SCIENCE, 1983, 221 (4615) : 1013 - 1019
[8] [3.3] SIGMATROPY WITHIN 1-VINYL-2-ALKENYL-7,7-DIMETHYL-EXO-NORBORNAN-2-OLS - THE 1ST ATROPSELECTIVE OXYANIONIC COPE REARRANGEMENT
PAQUETTE, LA
PEGG, NA
TOOPS, D
MAYNARD, GD
ROGERS, RD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (01) : 277 - 283
[9] OXIDATION OF CARBANIONS .I. OXIDATION OF TRIARYL CARBANIONS AND OTHER TERTIARY CARBANIONS
RUSSELL, GA
BEMIS, AG
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (23) : 5491 - &
[10] STEREOCHEMISTRY OF HYDRIDE REDUCTIONS - THE TRICYCLO[9.3.1.0/3,8]PENTADECANE (TAXANE) RING-SYSTEM
SHEA, KJ
HIGBY, RG
GILMAN, JW
[J]. TETRAHEDRON LETTERS, 1990, 31 (09) : 1221 - 1224

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