A CONVENIENT ASYMMETRIC-SYNTHESIS OF ANTI-BETA-AMINO ALCOHOLS - AN X-RAY CRYSTALLOGRAPHIC STUDY OF (4R)-2,2-DIMETHYL-4-[(2S)-(DIPHENYLMETHYLENEAMINO)-(1S)-HYDROXY-3-BUTEN-1-YL]-1,3-DIOXOLANE

被引：35

作者：

BARRETT, AGM

SEEFELD, MA

WILLIAMS, DJ

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1994年 / 09期

关键词：

D O I：

10.1039/c39940001053

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

anti-beta-Diphenylmethyleneamino alcohols have been produced with high relative and absolute stereocontrol in a one-pot process; subsequent deprotection gave anti-beta-hydroxy amines in good yield.

引用

页码：1053 / 1054

页数：2

共 22 条

[1]

AHLBRECHT H, 1974, SYNTHESIS-STUTTGART, P672

[2] THE USE OF B-[(E)-3-(DIPHENYLAMINO)ALLYL[DIISOPINOCAMPHEYLBORANE AS A REAGENT FOR THE STEREOSELECTIVE SYNTHESIS OF ANTI-BETA-DIPHENYLAMINO ALCOHOLS AND TRANS-1-DIPHENYLAMINO-2-(1-HYDROXYALKYL) CYCLOROPANES [J].

BARRETT, AGM ;

SEEFELD, MA .

TETRAHEDRON, 1993, 49 (36) :7857-7870

[3] B-[(E)-3-(DIPHENYLAMINO)ALLYL]DIISOPINOCAMPHEYLBORANE - AN EXCELLENT REAGENT FOR THE STEREOSELECTIVE SYNTHESIS OF ANTI-BETA-DIPHENYLAMINO ALCOHOLS [J].

BARRETT, AGM ;

SEEFELD, MA .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (04) :339-341

[4] DICHLOROISOPROPOXYTITANIUM NITRONATES AS REAGENTS FOR STEREOSELECTIVE HENRY REACTIONS [J].

BARRETT, AGM ;

ROBYR, C ;

SPILLING, CD .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (06) :1233-1234

[5] CHIRAL SYNTHESIS VIA ORGANOBORANES .13. A HIGHLY DIASTEREOSELECTIVE AND ENANTIOSELECTIVE ADDITION OF [(Z)-GAMMA-ALKOXYALLYL]DIISOPINOCAMPHEYLBORANES TO ALDEHYDES [J].

BROWN, HC ;

JADHAV, PK ;

BHAT, KS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (05) :1535-1538

[6] CHIRAL SYNTHESIS VIA ORGANOBORANES .7. DIASTEREOSELECTIVE AND ENANTIOSELECTIVE SYNTHESIS OF ERYTHRO-BETA-METHYLOMOALLYL AND THREO-BETA-METHYLHOMOALLYL ALCHOLS VIA ENANTIOMERIC (Z)-CROTYLBORANE AND (E)-CROTYLBORANE [J].

BROWN, HC ;

BHAT, KS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (19) :5919-5923

[7] ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES [J].

DALE, JA ;

DULL, DL ;

MOSHER, HS .

JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) :2543-&

[8] FUNCTIONALIZED ORGANOLITHIUM REAGENTS .9. LITHIATION AND ISOMERIZATION OF ALLYLIC AMINES AS A GENERAL-ROUTE TO ENAMINES AND THEIR CARBONYL DERIVATIVES [J].

EISCH, JJ ;

SHAH, JH .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (09) :2955-2957

[9] L-2-NITRO-1,3-ALKANEDIOLS BY STEREOSELECTIVE ADDITION OF NITROETHANOL TO ALDEHYDES - ON THE ASYMMETRIC ELECTROPHILIC ADDITION TO DOUBLE-BONDS [J].

EYER, M ;

SEEBACH, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (12) :3601-3606

[10] ZIRCONIUM-MEDIATED DIASTEREOSELECTIVE COUPLING REACTIONS OF CHIRAL ALDIMINE - REMARKABLE TEMPERATURE-DEPENDENCE OF CHIRAL INDUCTION [J].

ITO, H ;

TAGUCHI, T ;

HANZAWA, Y .

TETRAHEDRON LETTERS, 1992, 33 (31) :4469-4472

← 1 2 3 →