DIASTEREOFACIAL SELECTIVITY IN DIELS-ALDER CYCLOADDITIONS OF METHYL ACRYLATE TO FACIALLY DIFFERENTIATED UNSYMMETRICAL CYCLOHEXA-1,3-DIENES

被引：18

作者：

COXON, JM

FONG, ST

LUNDIE, K

MCDONALD, DQ

STEEL, PJ

MARCHAND, AP

ZARAGOZA, F

ZOPE, UR

RAJAGOPAL, D

BOTT, SG

WATSON, WH

KASHYAP, RP

机构：

[1] UNIV N TEXAS,DEPT CHEM,DENTON,TX 76203

[2] TEXAS CHRISTIAN UNIV,DEPT CHEM,FT WORTH,TX 76129

来源：

TETRAHEDRON | 1994年 / 50卷 / 45期

关键词：

DIELS-ALDER; FACIAL SELECTIVITY; REGIOSELECTIVITY; TRANSITION STATE CALCULATIONS;

D O I：

10.1016/S0040-4020(01)81221-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Diels-Alder cycloadditions of methyl acrylate to the unsymmetrical hexacyclo[10.2.1.0(2,11).0(4,9).0(4,14).0(9,13)]pentadecadienes 1b-f proceed with a high degree of pi-facial stereoselectivity but only moderate regioselectivity. The results of fixed model transition state calculations, performed in an effort to establish the factors which control selectivity in these cycloadditions, are reported.

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收藏

页码：13037 / 13048

页数：12

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