THE TANDEM CYCLOADDITION CHEMISTRY OF NITROALKENES

被引：12

作者：

DENMARK, SE

SCHNUTE, ME

THORARENSEN, A

MIDDLETON, DS

STOLLE, A

机构：

[1] Department of Chemistry, University of Illinois at Urbana-Champaign Urbana, Illinois

来源：

PURE AND APPLIED CHEMISTRY | 1994年 / 66卷 / 10-11期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1351/pac199466102041

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Nitroalkenes have proven to be extremely versatile 4pi-components in heterodiene [4+2]-cycloadditions. Our efforts in this area have been intensively methodological with focus on the reaction scope, mechanism, stereoselectivity and transformations of the cycloadducts. The three modes of tandem inter [4+2]/ intra [3+2] cycloaddition, fused, spiro and bridged have been documented. An efficient and highly selective synthesis of (-)-hastanecine has been completed.

引用

页码：2041 / 2044

页数：4

共 8 条

[1] INVENTION OF NEW REACTIONS USEFUL IN THE CHEMISTRY OF NATURAL-PRODUCTS
BARTON, DHR
ZARD, SZ
[J]. PURE AND APPLIED CHEMISTRY, 1986, 58 (05) : 675 - 684
[2] TANDEM [4+2]/[3+2]-CYCLOADDITIONS .2. ASYMMETRIC INDUCTION WITH A CHIRAL VINYL ETHER
DENMARK, SE
SENANAYAKE, CBW
HO, GD
[J]. TETRAHEDRON, 1990, 46 (13-14) : 4857 - 4876
[3] TANDEM INTER [4 + 2] INTRA [3 + 2] NITROALKENE CYCLOADDITIONS .5. ORIGIN OF THE LEWIS ACID DEPENDENT REVERSAL OF STEREOSELECTIVITY
DENMARK, SE
SCHNUTE, ME
SENANAYAKE, CBW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (07) : 1859 - 1874
[4] DENMARK SE, 1992, 5TH P INT KYOT C ORG, P215
[5] 2-BENZOYLOXYNITROETHYLENE AS A CIS-2-AMINOETHENOL EQUIVALENT
KRAUS, GA
THURSTON, J
THOMAS, PJ
JACOBSON, RA
SU, YZ
[J]. TETRAHEDRON LETTERS, 1988, 29 (16) : 1879 - 1882
[6] METHYLALUMINUM BIS(2,6-DI-TERT-BUTYL-4-ALKYLPHENOXIDE) - A NEW REAGENT FOR OBTAINING UNUSUAL EQUATORIAL AND ANTI-CRAM SELECTIVITY IN CARBONYL ALKYLATION
MARUOKA, K
ITOH, T
YAMAMOTO, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (15) : 4573 - 4576
[7] MULZER J, 1993, SYNTHESIS-STUTTGART, P615
[8] ORGANOALUMINUM-PROMOTED CLAISEN REARRANGEMENT OF ALLYL VINYL ETHERS
NONOSHITA, K
BANNO, H
MARUOKA, K
YAMAMOTO, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (01) : 316 - 322

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