STEREOCONTROLLED CONVERGENT SYNTHESIS OF HYDROXYETHYLENE DIPEPTIDE ISOSTERES BY THE REACTION OF ALPHA-AMINO ALDEHYDE WITH ALKOXYTITANIUM HOMOENOLATES

被引：33

作者：

KANO, S ^{[1
]}

YOKOMATSU, T ^{[1
]}

SHIBUYA, S ^{[1
]}

机构：

[1] TOKYO COLL PHARM,1432-1 HORINOUCHI,HACHIOJI,TOKYO 19203,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 02期

关键词：

D O I：

10.1016/0040-4039(91)80863-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of (S)-alpha-dibenzylamino aldehydes with dichloroisopropoxy-titanium ester homoenolates gave the corresponding gamma-aminoalkyl gamma-lactones with high erythro selectivity. The same reaction by the use of amide homoenolates also afforded the corresponding 2-amino alcohols with high erythro-selectivity.

引用

页码：233 / 236

页数：4

共 49 条

[31] REACTION OF (R)-PANTOLACTONE ESTERS OF ALPHA-BROMOACIDS WITH AMINES - A REMARKABLE SYNTHESIS OF OPTICALLY-ACTIVE ALPHA-AMINO ESTERS
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DURST, T
TETRAHEDRON LETTERS, 1993, 34 (28) : 4473 - 4476
[32] Double stereodifferentiation in the "Acetate-Type" aldol reaction with Garner's aldehyde.: stereocontrolled synthesis of polyhydroxylated γ-amino carbonyl compounds
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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (06) : 2368 - 2372
[35] Synthesis of functional derivatives of N-carboxamidomethyl- and N-phthalimidomethyl-alpha-amino acids and peptides by reaction of amides and nitriles of alpha-amino acids with formaldehyde and primary amides or phthalimide
Zlotin, SG
Sharova, IV
Lukyanov, OA
RUSSIAN CHEMICAL BULLETIN, 1996, 45 (06) : 1410 - 1418
[36] SYNTHESIS OF OXAZOLIDINE DERIVATIVES OF BETA-[3-(ARYLOXY)ARYL]-ALPHA-AMINO ACIDS BY APPLICATION OF THE DIELS-ALDER REACTION
OLSEN, RK
FENG, XQ
TETRAHEDRON LETTERS, 1991, 32 (41) : 5721 - 5724
[37] Diastereo- and regioselective intramolecular Heck reaction of alpha-amino alcohol derivatives for the synthesis of enantiomerically pure isoquinolines and benzazepines at ambient and high pressure
Tietze, LF
Burkhardt, O
Henrich, M
LIEBIGS ANNALEN-RECUEIL, 1997, (07): : 1407 - 1413
[38] Dynamic kinetic resolution utilizing 2-oxoimidazolidine-4-carboxylate as a chiral auxiliary: Stereoselective synthesis of alpha-amino acids by gabriel reaction
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TETRAHEDRON LETTERS, 1996, 37 (28) : 4957 - 4960
[39] Enantiospecific synthesis of alpha-amino ketones and beta-amino alcohols from the reaction of N-(9-phenylfluoren-9-yl)-alanine oxazolidinone with organolithium reagents
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TETRAHEDRON LETTERS, 1996, 37 (19) : 3403 - 3406
[40] ASYMMETRIC-SYNTHESIS OF MONOCYCLIC BETA-LACTAMS - APPLICATION OF IMINES DERIVED FROM CHIRAL N-PROTECTED ALPHA-AMINO ALDEHYDES IN THE STAUDINGER REACTION
PALOMO, C
COSSIO, FP
CUEVAS, C
TETRAHEDRON LETTERS, 1991, 32 (26) : 3109 - 3110

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