CHIRAL SYNTHESIS VIA ORGANOBORANES .12. CONVERSION OF BORONIC ESTERS OF ESSENTIALLY 100-PERCENT OPTICAL PURITY INTO MONOALKYLTHEXYLBORANES PROVIDING CONVENIENT SYNTHETIC ROUTES TO TRANS-OLEFINS, CIS-OLEFINS, ALKYNES, AND KETONES OF VERY HIGH ENANTIOMERIC PURITIES

被引：33

作者：

BROWN, HC

BAKSHI, RK

SINGARAM, B

机构：

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1988年 / 110卷 / 05期

关键词：

D O I：

10.1021/ja00213a028

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

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页码：1529 / 1534

页数：6

相关论文

共 22 条

[1]

ANDERSON RC, 1984, J ORG CHEM, V49, P1304, DOI 10.1021/jo00181a042

[2] CARBONYLATION OF THEXYLDIALKYLBORANES . A NEW GENERAL SYNTHESIS OF KETONES [J].

BROWN, HC ;

NEGISHI, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (20) :5285-&

[3] HYDROBORATION .68. CHIRAL SYNTHESIS VIA ORGANOBORANES .1. A SIMPLE PROCEDURE TO ACHIEVE PRODUCTS OF ESSENTIALLY 100-PERCENT OPTICAL PURITY IN HYDROBORATION OF ALKENES WITH MONOISOPINOCAMPHEYLBORANE - SYNTHESIS OF BORONIC ESTERS AND DERIVED PRODUCTS OF VERY HIGH ENANTIOMERIC PURITIES [J].

BROWN, HC ;

SINGARAM, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (06) :1797-1800

[4] IMPROVED PROCEDURES FOR THE SYNTHESIS OF DIISOPINOCAMPHEYLBORANE OF HIGH OPTICAL PURITY [J].

BROWN, HC ;

SINGARAM, B .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (05) :945-947

[5] SIMPLE SYNTHESIS OF MONOISOPINOCAMPHEYLBORANE OF HIGH OPTICAL PURITY [J].

BROWN, HC ;

SCHWIER, JR ;

SINGARAM, B .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (22) :4395-4397

[6] CHIRAL SYNTHESIS VIA ORGANOBORANES .3. CONVERSION OF BORONIC ESTERS OF ESSENTIALLY 100-PERCENT OPTICAL PURITY TO ALDEHYDES, ACIDS, AND HOMOLOGATED ALCOHOLS OF VERY HIGH ENANTIOMERIC PURITIES [J].

BROWN, HC ;

IMAI, T ;

DESAI, MC ;

SINGARAM, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (17) :4980-4983

[7] ADDITION-COMPOUNDS OF ALKALI-METAL HYDRIDES .27. CHIRAL SYNTHESIS VIA ORGANOBORANES .2. RAPID REACTION OF BORONIC ESTERS OF VERY HIGH OPTICAL PURITY WITH LITHIUM ALUMINUM-HYDRIDE - FACILE REACTION OF ESSENTIALLY OPTICALLY PURE BORINIC ESTERS WITH LITHIUM MONOETHOXYALUMINOHYDRIDE - A NOVEL AND QUANTITATIVE SYNTHESIS OF LITHIUM MONOALKYLBOROHYDRIDES AND DIALKYLBOROHYDRIDES OF ESSENTIALLY 100-PERCENT OPTICAL PURITYT [J].

BROWN, HC ;

SINGARAM, B ;

COLE, TE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (02) :460-464

[8] HYDROBORATION .37. STRUCTURAL STUDY OF HYDROBORATION OF OLEFINS WITH THEXYLBORANE IN MOLAR RATIO OF 1=1 - CONVENIENT SYNTHESIS OF THEXYLMONOALKYLBORANES AND THEIR READY CONVERSION TO MONOALKYLBORANES [J].

BROWN, HC ;

NEGISHI, EI ;

KATZ, JJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (10) :2791-2798

[9] CHIRAL SYNTHESIS VIA ORGANOBORANES .8. SYNTHETIC UTILITY OF BORONIC ESTERS OF ESSENTIALLY 100-PERCENT OPTICAL PURITY - SYNTHESIS OF PRIMARY AMINES OF VERY HIGH ENANTIOMERIC PURITIES [J].

BROWN, HC ;

KIM, KW ;

COLE, TE ;

SINGARAM, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (21) :6761-6764

[10]

BROWN HC, 1975, ORGANIC SYNTHESES VI