Asymmetric synthesis of a key ring a synthon for 1α-hydroxy-19-norvitamin D

被引：15

作者：

Courtney, LF ^{[1
]}

Lange, M ^{[1
]}

Uskokovic, MR ^{[1
]}

Wovkulich, PM ^{[1
]}

机构：

[1] Hoffmann La Roche Inc, Roche Res Ctr, Nutley, NJ 07110 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 21期

关键词：

D O I：

10.1016/S0040-4039(98)00682-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A diasteroselective carbonyl ene reaction on a substrate obtained from a regioselective propiolate ene reaction is described for the synthesis of 19-nor A-ring synthon 3. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：3363 / 3366

页数：4

共 21 条

[1] STEREOCONTROLLED TOTAL SYNTHESIS OF "1-ALPHA,25-DIHYDROXYCHOLECALCIFEROL AND 1-ALPHA,25-DIHYDROXYERGOCALCIFEROL [J].

BAGGIOLINI, EG ;

IACOBELLI, JA ;

HENNESSY, BM ;

BATCHO, AD ;

SERENO, JF ;

USKOKOVIC, MR .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (16) :3098-3108

[2]

BOULLIN R, 1997, VITAMIN D

[3]

BOULLIN R, 1995, ENDOCR REV, P200

[4] ASYMMETRIC-SYNTHESIS OF A KEY 1-ALPHA,25-DIHYDROXY-VITAMIN-D3 RING-A SYNTHON [J].

KABAT, MM ;

LANGE, M ;

WOVKULICH, PM ;

USKOKOVIC, MR .

TETRAHEDRON LETTERS, 1992, 33 (50) :7701-7704

[5]

Katsuki T., 1996, ORG REACT, V48, P1, DOI 10.1002/0471264180.or048.01

[6]

Koike M, 1997, CANCER RES, V57, P4545

[7] SIMONSEN LECTURE - SYNTHETIC APPROACHES TO VITAMIN-D AND ITS RELATIVES [J].

LYTHGOE, B .

CHEMICAL SOCIETY REVIEWS, 1980, 9 (04) :449-475

[8] EFFICACIOUS MODIFICATION OF THE MITSUNOBU REACTION FOR INVERSIONS OF STERICALLY HINDERED SECONDARY ALCOHOLS [J].

MARTIN, SF ;

DODGE, JA .

TETRAHEDRON LETTERS, 1991, 32 (26) :3017-3020

[9]

MARUOKA K, 1991, SYNLETT, P579

[10] ASYMMETRIC ENE REACTIONS IN ORGANIC-SYNTHESIS [J].

MIKAMI, K ;

SHIMIZU, M .

CHEMICAL REVIEWS, 1992, 92 (05) :1021-1050

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