HYDROBORATION OF TERPENES .10. AN IMPROVED PROCEDURE FOR THE CONVERSION OF ALPHA-PINENE INTO BETA-PINENE IN HIGH CHEMICAL AND OPTICAL YIELD USING A COMBINATION OF THE SCHLOSSER ALLYLIC METALATION OF ALPHA-PINENE AND ALLYLBORANE CHEMISTRY

被引：34

作者：

BROWN, HC

ZAIDLEWICZ, M

BHAT, KS

机构：

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1989年 / 54卷 / 07期

关键词：

D O I：

10.1021/jo00268a054

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：1764 / 1766

页数：3

共 20 条

[1] ISOMERIZATION OF UNSATURATED TERPENES VIA ALLYLSTANNANES - A NEW SHORT SYNTHESIS OF (+)-BETA-PINENE FROM (+)-ALPHA-PINENE [J].

ANDRIANOME, M ;

DELMOND, B .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (17) :1203-1204

[2] PREPARATION AND STEREOCHEMISTRY OF PINANE DERIVATIVES [J].

BANTHORPE, DV ;

WHITTAKER, D .

CHEMICAL REVIEWS, 1966, 66 (06) :643-+

[3] HYDROBORATION OF TERPENES .9. A SIMPLE IMPROVED PROCEDURE FOR UPGRADING THE OPTICAL PURITY OF COMMERCIALLY AVAILABLE ALPHA-PINENES AND BETA-PINENES - CONVERSION OF (+)-ALPHA-PINENE TO (+)-BETA-PINENE VIA HYDROBORATION ISOMERIZATION [J].

BROWN, HC ;

JOSHI, NN .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) :4059-4062

[4] ENANTIOMERIC (Z)-CROTYLDIISOPINOCAMPHEYLBORANE AND (E)-CROTYLDIISOPINOCAMPHEYLBORANE - SYNTHESIS IN HIGH OPTICAL PURITY OF ALL 4 POSSIBLE STEREOISOMERS OF BETA-METHYLHOMOALLYL ALCOHOLS [J].

BROWN, HC ;

BHAT, KS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (02) :293-294

[5] HYDROBORATION AS A CONVENIENT SYNTHETIC ROUTE FOR THE CONTRA-THERMODYNAMIC ISOMERIZATION OF OLEFINS [J].

BROWN, HC ;

BHATT, MV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (08) :2074-2075

[6]

BROWN HC, 1975, ORGANIC SYNTHESES VI, P191

[7]

COFFEY S, 1969, RODDS CHEM CARBON C, V2, P174

[8] COORDINATION OF SILVER ION WITH UNSATURATED COMPOUNDS .9. SOLID COMPLEXES OF SILVER SALTS WITH CYCLOHEXENE, ALPHA-PINENE AND BETA-PINENE [J].

COMYNS, AE ;

LUCAS, HJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (16) :4339-4341

[9]

HARWOOD LM, 1980, SYNTHESIS-STUTTGART, P456

[10] CONVERSION OF (+)-CAMPHOR INTO (+)-BETA PINENE [J].

KIRMSE, W ;

GRUBER, W .

CHEMISCHE BERICHTE-RECUEIL, 1972, 105 (08) :2764-&

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