STUDIES ON THE BASE-PROMOTED ENANTIOSELECTIVE ALDOL REACTION BETWEEN AN (S,S)-2-OXO-2-PROPIONYL-1,3,2-OXAZAPHOSPHORINANE AND BENZALDEHYDE

被引：7

作者：

GORDON, NJ

EVANS, SA

机构：

[1] Laboratories of Chemistry, CB#3290, The University of North Carolina, North Carolina, Chapel Hill

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1993年 / 75卷 / 1-4期

关键词：

D O I：

10.1080/10426509308037361

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The synthesis of an (S,S)-2-oxo-2-propionyl- 1,3,2-oxazaphosphorinane, via the condensation of (S)-1-N-isopropylbutan-2-ol (3) with methyl dichloro phosphite (CH3OPCl2) followed by the Michaelis-Arbusov condensation reaction with propionyl chloride, will be described. We will also present the results of our investigations which describe the nature of the aldol reaction involving the enolate of oxazaphosphorinane 5 with benzaldehyde.

引用

页码：47 / 50

页数：4

共 11 条

[1] STRUCTURE ENERGY RELATIONS FOR THE ALDOL REACTION IN NONPOLAR MEDIA
ARNETT, EM
FISHER, FJ
NICHOLS, MA
RIBEIRO, AA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (02) : 801 - 808
[2] CONFORMATIONS OF 6-MEMBERED RING PHOSPHORUS HETEROCYCLES .1. RING CONFORMATIONS AND PHOSPHORUS CONFIGURATIONS OF ISOMERIC 6-MEMBERED RING PHOSPHITES
BENTRUDE, WG
HARGIS, JH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (24) : 7136 - &
[3] STEREOSELECTIVE ALDOL REACTIONS WITH ALPHA-UNSUBSTITUTED CHIRAL ENOLATES
BRAUN, M
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (01): : 24 - 37
[4] CARBANION-ACCELERATED CLAISEN REARRANGEMENTS .4. ASYMMETRIC INDUCTION VIA 1,3,2-OXAZAPHOSPHORINANES
DENMARK, SE
MARLIN, JE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (26) : 5742 - 5745
[5] EXNER O, 1991, SIMILARITY MODELS OR, P79
[6] HEATHCOCK CH, 1984, COMPREHENSIVE CARBAN, V2
[7] STEREOSELECTIVE ALDOL REACTIONS VIA ENOLATES OF ALPHA-ACYLPHOSPHONATE DIESTERS
LONGMIRE, CF
EVANS, SA
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (13) : 922 - 923
[8] LONGMIRE CF, 1989, THESIS
[9] BORNANESULTAM-DIRECTED ASYMMETRIC-SYNTHESIS OF CRYSTALLINE, ENANTIOMERICALLY PURE SYN ALDOLS
OPPOLZER, W
BLAGG, J
RODRIGUEZ, I
WALTHER, E
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (07) : 2767 - 2772
[10] STRUCTURE AND REACTIVITY OF LITHIUM ENOLATES - FROM PINACOLONE TO SELECTIVE C-ALKYLATIONS OF PEPTIDES - DIFFICULTIES AND OPPORTUNITIES AFFORDED BY COMPLEX STRUCTURES
SEEBACH, D
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (12): : 1624 - 1654

← 1 2 →