A NEW SYNTHETIC ROUTE TO 1,25-DIHYDROXY-VITAMIN D-3

被引：40

作者：

WILSON, SR

VENKATESAN, AM

AUGELLISZAFRAN, CE

YASMIN, A

机构：

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 21期

关键词：

D O I：

10.1016/S0040-4039(00)79918-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthesis of 1,25-dihydroxy-vitamin D3 using a new acetylenic Ring-A precursor is described. Ring-A synthons 4a or 4b can be prepared in homochiral form by a disastereoselective diazoester cyclization.

引用

页码：2339 / 2342

页数：4

共 15 条

[1]

AUGELLISZAFRAN CE, 1988, THESIS NEW YORK U

[2]

COREY EJ, 1972, TETRAHEDRON LETT, P3769

[3]

COREY EJ, 1984, TETRAHEDRON LETT, P313

[4]

HOLICK MF, 1989, P SOC EXP BIOL MED, V191, P246

[5] NOVEL CONVERGENT SYNTHESIS OF SIDE-CHAIN-MODIFIED ANALOGS OF 1-ALPHA,25-DIHYDROXYCHOLECALCIFEROL AND 1-ALPHA,25-DIHYDROXYERGOCALCIFEROL [J].

KUTNER, A ;

PERLMAN, KL ;

LAGO, A ;

SICINSKI, RR ;

SCHNOES, HK ;

DELUCA, HF .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3450-3457

[6] STUDIES ON VITAMIN-D (CALCIFEROL) AND ITS ANALOGS .23. EFFECT OF 3-METHYL SUBSTITUENTS ON THE THERMAL [1,5]-SIGMATROPIC AND [1,7]-SIGMATROPIC HYDROGEN SHIFTS OF VINYLALLENES AND OTHER SECO STEROIDS RELATED TO VITAMIN-D - SYNTHESIS OF 3-METHYL-SUBSTITUTED AND 3,3-DIMETHYL-SUBSTITUTED ANALOGS OF 3-DEOXY-1-ALPHA,25-DIHYDROXYVITAMIN-D3IN [J].

LEYES, GA ;

OKAMURA, WH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (22) :6099-6105

[7] CALCIFEROL AND ITS RELATIVES .20. SYNTHESIS OF WINDAUS AND GRUNDMANNS C19 KETONE [J].

LYTHGOE, B ;

ROBERTS, DA ;

WATERHOUSE, I .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (23) :2608-2612

[8]

NORMAN AW, 1988, VITAMIN D MOL CELLUL

[9] ASYMMETRIC TOTAL SYNTHESIS OF AN A-RING PRECURSOR TO HORMONALLY ACTIVE 1-ALPHA,25-DIHYDROXYVITAMIN-D3 [J].

POSNER, GH ;

KINTER, CM .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (13) :3967-3969

[10] ENANTIOSELECTIVE CONSTRUCTION OF HETEROCYCLES - SYNTHESIS OF (R,R)-SOLENOPSIN-B [J].

TABER, DF ;

DEKER, PB ;

FALES, HM ;

JONES, TH ;

LLOYD, HA .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (13) :2968-2971

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