ASYMMETRIC REDUCTION WITH CHIRAL ORGANOBORANES BASED ON ALPHA-PINENE

被引：188

作者：

BROWN, HC ^{[1
]}

RAMACHANDRAN, PV ^{[1
]}

机构：

[1] PURDUE UNIV,RICHARD B WETHERILL LAB CHEM,W LAFAYETTE,IN 47907

来源：

ACCOUNTS OF CHEMICAL RESEARCH | 1992年 / 25卷 / 01期

关键词：

D O I：

10.1021/ar00013a003

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

[No abstract available]

引用

页码：16 / 24

页数：9

共 42 条

[1]

BLASCHKE G, 1979, ARZNEIMITTEL-FORSCH, V29-2, P1640

[2] SELECTIVE REDUCTIONS .34. ASYMMETRIC REDUCTION OF REPRESENTATIVE KETONES WITH MONOISOPINOCAMPHEYLBORANE OF HIGH OPTICAL PURITY [J].

BROWN, HC ;

MANDAL, AK .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (14) :2558-2560

[3] SELECTIVE REDUCTIONS .23. ASYMMETRIC REDUCTION OF REPRESENTATIVE KETONES WITH DIISOPINOCAMPHEYLBORANE OF HIGH OPTICAL PURITY [J].

BROWN, HC ;

MANDAL, AK .

JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (18) :2996-2999

[4] SELECTIVE REDUCTIONS .46. EFFECT OF THE STERIC REQUIREMENT AT THE 2-POSITION OF APOPINENE ON CHIRAL REDUCTIONS - B-(ISO-2-ETHYLAPOPINOCAMPHEYL)-9-BORABICYCLO[3.3.1]NONANES AND B-(ISO-2-N-PROPYLAPOPINOCAMPHEYL)-9-BORABICYCLO[3.3.1]NONANES AS IMPROVED REAGENTS FOR THE CHIRAL REDUCTION OF ALPHA,BETA-ACETYLENIC KETONES AND ALPHA-KETO ESTERS [J].

BROWN, HC ;

RAMACHANDRAN, PV ;

WEISSMAN, SA ;

SWAMINATHAN, S .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (26) :6328-6333

[5] CHIRAL SYNTHESIS VIA ORGANOBORANES .22. SELECTIVE REDUCTIONS .44. THE EFFECT OF THE STERIC REQUIREMENTS OF THE ALKYL SUBSTITUENT IN ISOPINOCAMPHEYLALKYLCHLOROBORANES FOR THE ASYMMETRIC REDUCTION OF REPRESENTATIVE KETONES [J].

BROWN, HC ;

SREBNIK, M ;

RAMACHANDRAN, PV .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (07) :1577-1583

[6] SELECTIVE REDUCTIONS .40. A CRITICAL-EXAMINATION OF THE RELATIVE EFFECTIVENESS OF VARIOUS REDUCING AGENTS FOR THE ASYMMETRIC REDUCTION OF DIFFERENT CLASSES OF KETONES [J].

BROWN, HC ;

PARK, WS ;

CHO, BT ;

RAMACHANDRAN, PV .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (24) :5406-5412

[7] DEVELOPMENT OF A SIMPLE GENERAL PROCEDURE FOR SYNTHESIS OF PURE ENANTIOMERS VIA CHIRAL ORGANOBORANES [J].

BROWN, HC ;

SINGARAM, B .

ACCOUNTS OF CHEMICAL RESEARCH, 1988, 21 (08) :287-293

[8] SELECTIVE REDUCTIONS .45. ASYMMETRIC REDUCTION OF PROCHIRAL KETONES BY ISO-2-METHYL[2-(BENZYLOXY)ETHYL]APOPINOCAMPHEYL]-TERT-BUTYLCHLOROBORANE, ISO-2-ETHYL[2-(BENZYLOXY)ETHYL]APOPINOCAMPHEYL]-TERT-BUTYLCHLOROBORANE, AND [ISO-2-[2-(BENZYLOXY)ETHYL]APOPINOCAMPHEYL]-TERT-BUTYLCHLOROBORANE - EVIDENCE FOR A MAJOR INFLUENCE OF THE STERIC REQUIREMENTS OF THE 2-SUBSTITUENT ON THE EFFICIENCY OF ASYMMETRIC REDUCTION [J].

BROWN, HC ;

RAMACHANDRAN, PV .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (19) :4504-4511

[9] SELECTIVE REDUCTIONS .37. ASYMMETRIC REDUCTION OF PROCHIRAL KETONES WITH B-(3-PINANYL)-9-BORABICYCLO[3.3.1]NONANE [J].

BROWN, HC ;

PAI, GG .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09) :1384-1394

[10]

BROWN HC, 1961, J AM CHEM SOC, V83, P486, DOI 10.1021/ja01463a055

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