ENANTIOSELECTIVE REDUCTIONS OF 2-ACYL-1,3-DITHIANES USING THE COREY OXAZABOROLIDINE CATALYST

被引：40

作者：

DENINNO, MP

PERNER, RJ

LIJEWSKI, L

机构：

[1] Neuroscience Research Division, Pharmaceutical Discovery, Dept 47U, Abbott Park

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 51期

关键词：

D O I：

10.1016/S0040-4039(00)88503-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The enantioselective reduction of acyl dithianes has been achieved using the oxazaborolidine catalyst 1b. The dithiane group can then be hydrolyzed to the ketone or removed reductively.

引用

页码：7415 / 7418

页数：4

共 19 条

[1] AN EFFICIENT AND CATALYTICALLY ENANTIOSELECTIVE ROUTE TO (S)-(-)-PHENYLOXIRANE
COREY, EJ
SHIBATA, S
BAKSHI, RK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (12) : 2861 - 2863
[2] A NEW CHIRAL CATALYST FOR THE ENANTIOSELECTIVE SYNTHESIS OF SECONDARY ALCOHOLS AND DEUTERATED PRIMARY ALCOHOLS BY CARBONYL REDUCTION
COREY, EJ
LINK, JO
[J]. TETRAHEDRON LETTERS, 1989, 30 (46) : 6275 - 6278
[3] A NEW SYSTEM FOR CATALYTIC ENANTIOSELECTIVE REDUCTION OF ACHIRAL KETONES TO CHIRAL ALCOHOLS - SYNTHESIS OF CHIRAL ALPHA-HYDROXY ACIDS
COREY, EJ
BAKSHI, RK
[J]. TETRAHEDRON LETTERS, 1990, 31 (05) : 611 - 614
[4] HIGHLY ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY CHIRAL OXAZABOROLIDINES - MECHANISM AND SYNTHETIC IMPLICATIONS
COREY, EJ
BAKSHI, RK
SHIBATA, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) : 5551 - 5553
[5] A STABLE AND EASILY PREPARED CATALYST FOR THE ENANTIOSELECTIVE REDUCTION OF KETONES - APPLICATIONS TO MULTISTEP SYNTHESES
COREY, EJ
BAKSHI, RK
SHIBATA, S
CHEN, CP
SINGH, VK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (25) : 7925 - 7926
[6] OXIDATIVE HYDROLYSIS OF 1,3-DITHIANE DERIVATIVES TO CARBONYL COMPOUNDS USING N-HALOSUCCINIMIDE REAGENTS
COREY, EJ
ERICKSON, BW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (23) : 3553 - &
[7] CARBANIONS OF 1,3-DITHIANES . REAGENTS FOR C-C BOND FORMATION BY NUCLEOPHILIC DISPLACEMENT AND CARBONYL ADDITION
COREY, EJ
SEEBACH, D
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1965, 4 (12) : 1075 - &
[8] 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 - &
[9] ENANTIOSELECTIVE SYNTHESIS OF ALPHA-HYDROXYTHIOACETALS BY THE BAKERS-YEAST REDUCTION OF ALPHA-KETOTHIOACETALS
FUJISAWA, T
KOJIMA, E
ITOH, T
SATO, T
[J]. CHEMISTRY LETTERS, 1985, (11) : 1751 - 1754
[10] REACTION BETWEEN VICINAL DIOLS AND HYDROGEN BROMIDE IN ACETIC-ACID - SYNTHESIS OF CHIRAL PROPYLENE-OXIDE
GOLDING, BT
HALL, DR
SAKRIKAR, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (11): : 1214 - 1220

← 1 2 →