(5R)-7,8/9,10-DI-O-ISOPROPYLIDENE-2,6-DIOXA-4-AZASPIRO[4,5]DECAN-3-ONE - A NEW CHIRAL SPIROOXAZOLIDIN-2-ONE DERIVED FROM D-(+)-GALACTOSE FOR USE IN ASYMMETRIC TRANSFORMATIONS

被引：25

作者：

BANKS, MR ^{[1
]}

BLAKE, AJ ^{[1
]}

CADOGAN, JIG ^{[1
]}

DAWSON, IM ^{[1
]}

GAUR, S ^{[1
]}

GOSNEY, I ^{[1
]}

GOULD, RO ^{[1
]}

GRANT, KJ ^{[1
]}

HODGSON, PKG ^{[1
]}

机构：

[1] BP INT LTD,SUNBURY RES CTR,SUNBURY TW16 7LN,MIDDX,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1993年 / 14期

关键词：

D O I：

10.1039/c39930001146

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Starting from D-(+)-galactose, the crystalline spirooxazolidin-2-one 2 can be readily prepared in an optically pure state by a nitrene-mediated four-step sequence, and serves to control both aldol and Diels-Alder reactions with high chiral efficiency, being easy to remove after use.

引用

页码：1146 / 1147

页数：2

共 3 条

[1] SYNTHESIS OF ENANTIOMERICALLY PURE (5S)-4-AZA-2-OXA-6,6-DIMETHYL-7,10-METHYLENE-5-SPIRO[4.5] DECAN-3-ONE, A NOVEL CHIRAL OXAZOLIDIN-2-ONE FROM (-)-CAMPHENE FOR USE AS A RECYCLABLE CHIRAL AUXILIARY IN ASYMMETRIC TRANSFORMATIONS
BANKS, MR
CADOGAN, JIG
GOSNEY, I
GRANT, KJ
HODGSON, PKG
THORBURN, P
HETEROCYCLES, 1994, 37 (01) : 199 - 206
[2] ENANTIOSPECIFIC PREPARATION OF [(2R, 6S)-ENDO]-5-AZA-1,10,10-TRIMETHYL-3-OXATRICYCLO[5.2.1.0(2,6)]DECAN-4-ONE BY A NITRENE-MEDIATED ROUTE FROM [(1S)-ENDO]-(-)-BORNEOL AND ITS UTILITY AS A CHIRAL AUXILIARY IN SOME ASYMMETRIC TRANSFORMATIONS
BANKS, MR
BLAKE, AJ
CADOGAN, JIG
DAWSON, IM
GOSNEY, I
GRANT, KJ
GAUR, S
HODGSON, PKG
KNIGHT, KS
SMITH, GW
STEVENSON, DE
TETRAHEDRON, 1992, 48 (37) : 7979 - 8006
[3] PHOTOINDUCED MOLECULAR-TRANSFORMATIONS .100. FORMATION OF FUROCOUMARINS AND FUROCHROMONES VIA A BETA-SCISSION OF CYCLOBUTANOXYL RADICALS GENERATED FROM [2 + 2] PHOTOADDUCTS FROM 4-HYDROXYCOUMARIN AND ACYCLIC AND CYCLIC ALKENES - X-RAY CRYSTAL-STRUCTURES OF (6A-ALPHA,6B-ALPHA,9A-ALPHA,9B-ALPHA)-(+/-)-6B,7,8,9,9A,9B-HEXAHYDRO-9B-HYDROXYBENZO[B]CYCLOPENTA[3,4]CYCLOBUTA[1,2-D]PYRAN-6(6AH)-ONE, CIS-(+/-)-6B,8,9,9A-TETRAHYDRO-6H,7H-CYCLOPENTA[4,5]FURO[3,2-C][1]BENZOPYRAN-6-ONE, AND CIS-1,2,2A,8B-TETRAHYDRO-8B-HYDROXY-1,1,2,2-TETRAMETHYL-3H-BENZO[B]CYCLOBUTA[D]PYRAN-3-ONE-
SUGINOME, H
LIU, CF
SEKO, S
KOBAYASHI, K
FURUSAKI, A
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (25): : 5952 - 5959

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