ALKYLATION OF CHIRAL, PHOSPHORUS-STABILIZED CARBANIONS - SUBSTITUENT EFFECTS ON THE ALKYLATION SELECTIVITY

被引：48

作者：

DENMARK, SE

CHEN, CT

机构：

[1] Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 11期

关键词：

D O I：

10.1021/jo00090a004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The alkylation of a series of enantiomerically pure cis and trans 3-substituted 2-benzyl-6-methyl-1,3,2-oxazaphosphorinane 2-oxides was found to be sensitive to the bulk of the N-substituents.

引用

页码：2922 / 2924

页数：3

共 45 条

[1] CONFORMATIONS OF SATURATED 6-MEMBERED RING PHOSPHORUS-HETEROCYCLES - 2-ARYL-1,3,2-LAMBDA-5-OXAZAPHOSPHORINANES
BENTRUDE, WG
SETZER, WN
SOPCHIK, AE
CHANDRASEKARAN, S
ASHBY, MT
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (21) : 7119 - 7127
[2] THE MICHAELIS-ARBUZOV REARRANGEMENT
BHATTACHARYA, AK
THYAGARAJAN, G
[J]. CHEMICAL REVIEWS, 1981, 81 (04) : 415 - 430
[3] EXPEDIENT AND HIGH-YIELD SYNTHESIS OF ALKYLPHOSPHONYL DICHLORIDES UNDER MILD, NEUTRAL CONDITIONS - REACTION OF BIS(TRIMETHYLSILYL)ALKYL PHOSPHONATES WITH OXALYL CHLORIDE DIMETHYLFORMAMIDE
BHONGLE, NN
NOTTER, RH
TURCOTTE, JG
[J]. SYNTHETIC COMMUNICATIONS, 1987, 17 (09) : 1071 - 1076
[4] STRUCTURE AND DYNAMICS OF PHOSPHORUS(V)-STABILIZED CARBANIONS - A COMPARISON OF THEORETICAL, CRYSTALLOGRAPHIC, AND SOLUTION STRUCTURES
CRAMER, CJ
DENMARK, SE
MILLER, PC
DOROW, RL
SWISS, KA
WILSON, SR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (06) : 2437 - 2447
[5] A NEW, GENERAL, AND STEREOSELECTIVE METHOD FOR THE SYNTHESIS OF TRISUBSTITUTED ALKENES
DENMARK, SE
AMBURGEY, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) : 10386 - 10387
[6] SOLUTION AND SOLID-STATE STRUCTURE OF A PHOSPHORUS-STABILIZED CARBANION
DENMARK, SE
DOROW, RL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (02) : 864 - 866
[7] STEREOSELECTIVE ALKYLATIONS OF CHIRAL, PHOSPHORUS-STABILIZED BENZYLIC CARBANIONS
DENMARK, SE
DOROW, RL
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (24) : 5926 - 5928
[8] ASYMMETRIC ELECTROPHILIC AMINATION OF CHIRAL PHOSPHORUS-STABILIZED ANIONS
DENMARK, SE
CHATANI, N
PANSARE, SV
[J]. TETRAHEDRON, 1992, 48 (11) : 2191 - 2208
[9] CONFIGURATION, CONFORMATION, AND COLLIGATIVE PROPERTIES OF A PHOSPHORUS-STABILIZED ANION
DENMARK, SE
MILLER, PC
WILSON, SR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (04) : 1468 - 1470
[10] ELECTROPHILIC ACTIVATION OF THE HORNER-WADSWORTH-EMMONS-WITTIG REACTION - HIGHLY SELECTIVE SYNTHESIS OF DISSYMMETRIC OLEFINS
DENMARK, SE
CHEN, CT
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (26) : 10674 - 10676

← 1 2 3 4 5 →