A concise synthesis of rigidified β-amino acids via sulfanyl radical addition-cyclization of oxime ethers and hydrazones

被引：2

作者：

Miyata, O ^{[1
]}

Muroya, K ^{[1
]}

Koide, J ^{[1
]}

Naito, T ^{[1
]}

机构：

[1] Kobe Pharmaceut Univ, Kobe, Hyogo 658, Japan

来源：

SYNLETT | 1998年 / 03期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new route to the rigidified cyclic beta-amino acids such as cispentacin has been developed by sulfanyl radical addition-cyclization of the alkenyl-tethered-oxime ethers and hydrazones.

引用

页码：271 / 272

页数：2

共 66 条

[1] Residue-based control of helix shape in beta-peptide oligomers [J].

Appella, DH ;

Christianson, LA ;

Klein, DA ;

Powell, DR ;

Huang, XL ;

Barchi, JJ ;

Gellman, SH .

NATURE, 1997, 387 (6631) :381-384

[2] beta-peptide foldamers: Robust Helix formation in a new family of beta-amino acid oligomers [J].

Appella, DH ;

Christianson, LA ;

Karle, IL ;

Powell, DR ;

Gellman, SH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (51) :13071-13072

[3] REGIO-SELECTIVITY AND STEREO-SELECTIVITY IN RADICAL REACTIONS [J].

BECKWITH, ALJ .

TETRAHEDRON, 1981, 37 (18) :3073-3100

[4] RADICAL CYCLIZATION OF BETA-ALLENIC HYDRAZONES - AN ASYMMETRIC APPROACH [J].

BERNARDHENRIET, CD ;

GRIMALDI, JR ;

HATEM, JM .

TETRAHEDRON LETTERS, 1994, 35 (22) :3699-3702

[5]

BERNATH G, 1972, ACTA CHIM HUNG, V74, P479

[6] THE SYNTHESIS OF BICYCLIC AND TRICYCLIC RING-SYSTEMS BY RADICAL CYCLIZATION REACTIONS OF OXIME ETHERS [J].

BOOTH, SE ;

JENKINS, PR ;

SWAIN, CJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (18) :1248-1249

[7] INTRAMOLECULAR ADDITION OF VINYL AND ARYL RADICALS TO OXIME ETHERS IN THE SYNTHESIS OF 5-MEMBERED, 6-MEMBERED AND 7-MEMBERED RING-SYSTEMS [J].

BOOTH, SE ;

JENKINS, PR ;

SWAIN, CJ ;

SWEENEY, JB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (23) :3499-3508

[8]

Borman S, 1997, CHEM ENG NEWS, V75, P32

[9] Tandem radical reactions: Carbon monoxide addition to alkyl radicals and subsequent acyl radical cyclization onto N,N-diphenylhydrazones [J].

Brinza, IM ;

Fallis, AG .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (11) :3580-3581

[10]

CARDILLO G, 1997, CHEM SOC REV, V26, P117

← 1 2 3 4 5 6 7 →