ASYMMETRIC TOTAL SYNTHESIS OF THE INDIVIDUAL DIASTEREOISOMERS OF HYPOGLYCIN-A

被引：30

作者：

BALDWIN, JE ^{[1
]}

ADLINGTON, RM ^{[1
]}

BEBBINGTON, D ^{[1
]}

RUSSELL, AT ^{[1
]}

机构：

[1] OXFORD CTR MOLEC SCI,OXFORD,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 17期

关键词：

D O I：

10.1039/c39920001249

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The individual diastereoisomers that constitute the unusual methylenecyclopropane containing alpha-amino acid hypoglycin A have been synthesised utilising the Sharpless epoxidation to permit an asymmetric methylene cyclopropane synthesis.

引用

页码：1249 / 1251

页数：3

共 38 条

[1] AI MT, 1992, J AM CHEM SOC, V114, P3160
[2] DISPARATE REACTIONS OF THIOESTERS OF (METHYLENECYCLOPROPYL)ACETIC AND BETA-(CYCLOPROPYLIDENE)PROPIONIC ACIDS WITH LITHIUM DIISOPROPYLAMIDE AND WITH GENERAL ACYL DEHYDROGENASE FROM PIG-KIDNEY
BALDWIN, JE
GHATLIA, ND
PARKER, DW
[J]. BIOORGANIC CHEMISTRY, 1990, 18 (02) : 221 - 227
[3] STEREOSPECIFIC (METHYLENECYCLOPROPYL)ACETYL-COA INACTIVATION OF GENERAL ACYL-COA DEHYDROGENASE FROM PIG-KIDNEY
BALDWIN, JE
PARKER, DW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (08) : 1475 - 1477
[4] STEREOSPECIFIC INACTIVATION OF THE GENERAL ACYL-COA DEHYDROGENASE FROM PIG-KIDNEY BY (R)-(-)-(METHYLENECYCLOPROPYL)ACETYL-COA AND (S)-(+)-(METHYLENECYCLOPROPYL)ACETYL-COA
BALDWIN, JE
OSTRANDER, RL
SIMON, CD
WIDDISON, WC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (05) : 2021 - 2022
[5] ALPHA-DEUTERIUM AND BETA-DEUTERIUM KINETIC ISOTOPE EFFECTS ON THE INACTIVATION OF THE GENERAL ACYL-COENZYME-A DEHYDROGENASE FROM PIG-KIDNEY BY (2-METHYLENECYCLOPROPANE)ACETYL-COA
BALDWIN, JE
WIDDISON, WC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (06) : 2245 - 2251
[6] BERGSTROM CG, 1951, J AM CHEM SOC, V73, P145
[7] BLACK DK, 1963, TETRAHEDRON LETT, P1065
[8] BLACK DK, 1968, J CHEM SOC CHEM COMM, P228
[9] SYNTHESIS OF ALPHA-AMINO-METHYLENECYCLOPROPANEPROPIONIC ACID (HYPOGLYCIN-A)
CARBON, JA
MARTIN, WB
SWETT, LR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (04) : 1002 - 1002
[10] ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES
DALE, JA
DULL, DL
MOSHER, HS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) : 2543 - &

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